3D structure for CRS-3123 (DB12262)

16744283
  -OEChem-10051722433D

46 49  0     1  0  0  0  0  0999 V2000
    4.3312   -3.8489   -0.2176 Br  0  0  0  0  0  0  0  0  0  0  0  0
    6.9790    0.6592    1.9558 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -6.1225   -1.9960    0.2966 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.4416   -1.7326   -1.2539 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2070   -0.5663   -2.3545 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5697    1.7153    0.0824 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9331    2.0269   -0.1700 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2936    0.4884    1.0565 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4894    1.2034   -0.9375 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7126    0.4725   -2.0359 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5180    0.2699   -0.3452 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3084   -0.9173   -1.5649 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9074    2.9217   -0.3847 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4276   -1.1181   -0.5258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1110    3.4464    0.6322 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5867    0.7887    0.4026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2093    2.4507    1.0041 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3997   -1.9643    0.0163 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5487   -0.0599    0.9512 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4557   -1.4356    0.7568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9218    1.0970   -0.1499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2723   -0.4447    1.1360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5472    0.7618   -1.3078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9389   -0.8223   -0.0041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6454   -0.2664   -1.3055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7294   -1.1233    2.2907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7444   -2.0062    1.9757 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0373    2.0354   -1.4017 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8349    1.0218   -2.3874 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3735    0.3612   -2.9071 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0849    1.9433    0.9330 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7563   -1.4264   -2.3621 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6477   -0.8763   -0.6906 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6517    3.7116   -0.5490 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3997    2.7724   -1.3415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5710    4.3542    0.2211 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4119    3.7503    1.5480 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6619    1.8644    0.5498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7609    1.5890    1.5128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8936    2.9354    1.7108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7399    2.4802   -1.0573 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2092   -2.0949    1.1825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7866    0.7933    1.8799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2893    1.2083   -2.2623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3494   -0.9852    3.2948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2844   -2.6579    2.6481 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 18  1  0  0  0  0
  2 19  1  0  0  0  0
  3 24  1  0  0  0  0
  3 27  1  0  0  0  0
  4 12  1  0  0  0  0
  4 14  1  0  0  0  0
  5 25  2  0  0  0  0
  6  9  1  0  0  0  0
  6 13  1  0  0  0  0
  6 31  1  0  0  0  0
  7 17  1  0  0  0  0
  7 21  1  0  0  0  0
  7 41  1  0  0  0  0
  8 21  1  0  0  0  0
  8 22  1  0  0  0  0
  8 43  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
  9 28  1  0  0  0  0
 10 12  1  0  0  0  0
 10 29  1  0  0  0  0
 10 30  1  0  0  0  0
 11 14  2  0  0  0  0
 11 16  1  0  0  0  0
 12 32  1  0  0  0  0
 12 33  1  0  0  0  0
 13 15  1  0  0  0  0
 13 34  1  0  0  0  0
 13 35  1  0  0  0  0
 14 18  1  0  0  0  0
 15 17  1  0  0  0  0
 15 36  1  0  0  0  0
 15 37  1  0  0  0  0
 16 19  2  0  0  0  0
 16 38  1  0  0  0  0
 17 39  1  0  0  0  0
 17 40  1  0  0  0  0
 18 20  2  0  0  0  0
 19 20  1  0  0  0  0
 20 42  1  0  0  0  0
 21 23  2  0  0  0  0
 22 24  2  0  0  0  0
 22 26  1  0  0  0  0
 23 25  1  0  0  0  0
 23 44  1  0  0  0  0
 24 25  1  0  0  0  0
 26 27  2  0  0  0  0
 26 45  1  0  0  0  0
 27 46  1  0  0  0  0
M  END
> <DATABASE_ID>
DB12262

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
BrC1=CC2=C(OCC[C@H]2NCCCNC2=CC(=O)C3=C(N2)C=CS3)C(Br)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C19H19Br2N3O2S/c20-11-8-12-14(2-6-26-18(12)13(21)9-11)22-4-1-5-23-17-10-16(25)19-15(24-17)3-7-27-19/h3,7-10,14,22H,1-2,4-6H2,(H2,23,24,25)/t14-/m1/s1

> <INCHI_KEY>
NNTYBKTXMKBRFA-CQSZACIVSA-N

> <FORMULA>
C19H19Br2N3O2S

> <MOLECULAR_WEIGHT>
513.25

> <EXACT_MASS>
510.956474

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
45.713571276844306

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-[(3-{[(4R)-6,8-dibromo-3,4-dihydro-2H-1-benzopyran-4-yl]amino}propyl)amino]-4H,7H-thieno[3,2-b]pyridin-7-one

> <ALOGPS_LOGP>
3.84

> <JCHEM_LOGP>
4.420181413544938

> <ALOGPS_LOGS>
-5.52

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
19.491249487466668

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.304887067762895

> <JCHEM_PKA_STRONGEST_BASIC>
8.417729659627692

> <JCHEM_POLAR_SURFACE_AREA>
62.39

> <JCHEM_REFRACTIVITY>
126.097

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.54e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-[(3-{[(4R)-6,8-dibromo-3,4-dihydro-2H-1-benzopyran-4-yl]amino}propyl)amino]-4H-thieno[3,2-b]pyridin-7-one

> <JCHEM_VEBER_RULE>
0

$$$$

Similar Structures

Viewer powered by 3dmol.js

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 CRS-3123 (DB12262)

Structure for CRS-3123 (DB12262)