3D structure for VTP-27999 (DB12416)

16126898
  -OEChem-12181917053D

77 79  0     1  0  0  0  0  0999 V2000
   -3.8259    0.1273   -3.4917 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.2859   -0.4539    1.3411 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5112    3.7719    0.1265 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7330   -3.7093   -0.4364 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2799    3.9437    0.3314 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6134    3.2562    2.0705 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6075   -3.4235    0.4443 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2273   -1.7044    0.5545 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8242    0.8985   -0.0654 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5061    2.3493    1.7189 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6632   -2.4928    0.2186 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1602   -3.8734   -0.2433 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5622   -2.6479    1.1291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0304   -4.6892   -0.8751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7759   -1.7278    0.9301 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1833   -4.7684    0.0483 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0664    2.2483   -0.9663 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5496    0.8035   -1.0295 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4614    0.4033    0.1460 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5684    2.7265   -2.3350 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9635    2.4177    0.0819 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5282   -1.1199    0.3159 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9723    4.1268   -2.2299 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9121   -2.9957    0.1497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9852   -1.5371    0.0472 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9400    4.1901   -1.1126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0465    0.0703    2.4190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8611   -0.8702   -1.1716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2271   -2.0278    0.4505 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5470    0.9626    1.1940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4879    1.4235    2.8193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9787   -0.6944   -1.9873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3448   -1.8520   -0.3652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2206   -1.1852   -1.5841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5667    3.1896    1.4343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2982    4.8638   -0.0777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3254   -1.9331   -0.6649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9653   -3.7822   -0.9804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5677   -4.4299    0.6106 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9118   -1.6681    1.4473 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3007   -3.1987    2.0415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3864   -5.6983   -1.1099 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2632   -4.2194   -1.8223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0552   -2.3073    1.8221 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9931   -5.3074   -0.4529 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9374   -5.3214    0.9625 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8978    2.9101   -0.6902 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6717    0.1478   -1.0841 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0939    0.6336   -1.9692 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0411    0.8290    1.0650 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3896    2.7291   -3.0612 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8044    2.0368   -2.7162 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3284    2.1762    1.0839 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1115    1.7582   -0.1230 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9744   -1.5843   -0.5721 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1396   -1.4100    1.1762 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7806    4.8361   -2.0134 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5204    4.4203   -3.1832 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6229   -1.1917    1.1800 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5867    5.2184   -0.9877 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0687    3.5656   -1.3419 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7928    1.8354   -0.4655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9903   -0.6075    3.2786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0967    0.1836    2.1276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8988   -0.4730   -1.4856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3394   -2.5491    1.3972 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5331    1.4041    1.0144 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0370    1.5966    1.9271 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7242   -0.0237    1.6310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0585    1.8389    3.6561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4402    1.3243    3.1226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3118   -2.2341   -0.0512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1002   -1.0556   -2.2094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6965    2.3863    1.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9371    5.3983   -0.9604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4942    5.5897    0.7171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2115    4.3231   -0.3434 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 32  1  0  0  0  0
  2 15  1  0  0  0  0
  2 27  1  0  0  0  0
  3 21  1  0  0  0  0
  3 26  1  0  0  0  0
  4 24  2  0  0  0  0
  5 35  1  0  0  0  0
  5 36  1  0  0  0  0
  6 35  2  0  0  0  0
  7 13  1  0  0  0  0
  7 16  1  0  0  0  0
  7 24  1  0  0  0  0
  8 22  1  0  0  0  0
  8 24  1  0  0  0  0
  8 59  1  0  0  0  0
  9 19  1  0  0  0  0
  9 30  1  0  0  0  0
  9 62  1  0  0  0  0
 10 31  1  0  0  0  0
 10 35  1  0  0  0  0
 10 74  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 11 15  1  0  0  0  0
 11 37  1  0  0  0  0
 12 14  1  0  0  0  0
 12 38  1  0  0  0  0
 12 39  1  0  0  0  0
 13 40  1  0  0  0  0
 13 41  1  0  0  0  0
 14 16  1  0  0  0  0
 14 42  1  0  0  0  0
 14 43  1  0  0  0  0
 15 25  1  0  0  0  0
 15 44  1  0  0  0  0
 16 45  1  0  0  0  0
 16 46  1  0  0  0  0
 17 18  1  0  0  0  0
 17 20  1  0  0  0  0
 17 21  1  0  0  0  0
 17 47  1  0  0  0  0
 18 19  1  0  0  0  0
 18 48  1  0  0  0  0
 18 49  1  0  0  0  0
 19 22  1  0  0  0  0
 19 50  1  0  0  0  0
 20 23  1  0  0  0  0
 20 51  1  0  0  0  0
 20 52  1  0  0  0  0
 21 53  1  0  0  0  0
 21 54  1  0  0  0  0
 22 55  1  0  0  0  0
 22 56  1  0  0  0  0
 23 26  1  0  0  0  0
 23 57  1  0  0  0  0
 23 58  1  0  0  0  0
 25 28  2  0  0  0  0
 25 29  1  0  0  0  0
 26 60  1  0  0  0  0
 26 61  1  0  0  0  0
 27 31  1  0  0  0  0
 27 63  1  0  0  0  0
 27 64  1  0  0  0  0
 28 32  1  0  0  0  0
 28 65  1  0  0  0  0
 29 33  2  0  0  0  0
 29 66  1  0  0  0  0
 30 67  1  0  0  0  0
 30 68  1  0  0  0  0
 30 69  1  0  0  0  0
 31 70  1  0  0  0  0
 31 71  1  0  0  0  0
 32 34  2  0  0  0  0
 33 34  1  0  0  0  0
 33 72  1  0  0  0  0
 34 73  1  0  0  0  0
 36 75  1  0  0  0  0
 36 76  1  0  0  0  0
 36 77  1  0  0  0  0
M  END
> <DATABASE_ID>
DB12416

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

> <ORIGINAL_SOURCE_URL>
https://pubchem.ncbi.nlm.nih.gov/rest/pug/compound/inchikey/NXWASIVXQMMPLM-ZXMXYHOLSA-N/SDF?record_type=3d

> <SMILES>
[H][C@]1(CCCN(C1)C(=O)NC[C@H](C[C@H]1CCCOC1)NC)[C@@H](OCCNC(=O)OC)C1=CC=CC(Cl)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C26H41ClN4O5/c1-28-23(14-19-6-5-12-35-18-19)16-30-25(32)31-11-4-8-21(17-31)24(20-7-3-9-22(27)15-20)36-13-10-29-26(33)34-2/h3,7,9,15,19,21,23-24,28H,4-6,8,10-14,16-18H2,1-2H3,(H,29,33)(H,30,32)/t19-,21-,23+,24+/m1/s1

> <INCHI_KEY>
NXWASIVXQMMPLM-ZXMXYHOLSA-N

> <FORMULA>
C26H41ClN4O5

> <MOLECULAR_WEIGHT>
525.081

> <EXACT_MASS>
524.276548149

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
77

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
0.9984084261809869

> <JCHEM_AVERAGE_POLARIZABILITY>
57.77163195647714

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl N-{2-[(R)-(3-chlorophenyl)[(3R)-1-{[(2S)-2-(methylamino)-3-[(3R)-oxan-3-yl]propyl]carbamoyl}piperidin-3-yl]methoxy]ethyl}carbamate

> <ALOGPS_LOGP>
2.47

> <JCHEM_LOGP>
2.361695866333332

> <ALOGPS_LOGS>
-4.37

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NEUTRAL_CHARGE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
15.208799010246523

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.249065548957233

> <JCHEM_PKA_STRONGEST_BASIC>
9.797489642563082

> <JCHEM_POLAR_SURFACE_AREA>
101.16000000000001

> <JCHEM_REFRACTIVITY>
139.4213

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.23e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
doravirine

> <JCHEM_VEBER_RULE>
0

$$$$

Similar Structures

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Nicholas Rego and David Koes
3Dmol.js: molecular visualization with WebGL
Bioinformatics (2015) 31 (8): 1322-1324 doi:10.1093/bioinformatics/btu829

3D structure for VTP-27999 (DB12416)

Structure for VTP-27999 (DB12416)