3D structure for 4-((3r,4s,5r)-4-Amino-3,5-Dihydroxy-Hex-1-Ynyl)-5-Fluoro-3-[1-(3-Methoxy-1h-Pyrrol-2-Yl)-Meth-(Z)-Ylidene]-1,3-Dihydro-Indol-2-One (DB03737)

5288222
  -OEChem-10051720213D

48 50  0     1  0  0  0  0  0999 V2000
    2.8940    3.2362   -0.0666 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.3446   -2.6298    2.0019 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7326   -0.9960   -2.5562 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9092    0.9420    0.2552 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7679   -2.2749    1.6138 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5303    2.8286    0.5853 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0067   -0.7545   -0.0275 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1215   -1.3760   -1.7674 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0190   -1.8169   -0.2653 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3449   -2.2067    1.0747 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4794    1.9374    0.0489 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0370   -1.3170   -1.3552 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4977    0.9028   -0.0954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1602    3.0857    0.4640 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8885    1.9599   -0.1378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8283    1.5019    0.2583 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3380   -3.3482    0.9365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4011   -0.3773   -0.4646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5138    4.2821    0.7053 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5645    3.1600    0.1001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5079   -1.2832   -0.5607 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8695    4.3108    0.5178 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2662   -0.1421   -0.9178 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6343    0.8152   -0.5612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1126   -2.1117    0.3280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1628   -2.7551   -0.3724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1450   -2.2819   -1.6658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8021   -3.2912    1.9240 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5773   -2.6767   -0.6576 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8447   -1.3428    1.5264 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3472   -2.1299   -1.6077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2070    3.5251    0.8742 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4774   -3.0581    0.3281 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8062   -4.2301    0.4859 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9727   -3.6548    1.9228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4409   -0.8096   -0.7180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0502    5.1674    1.0269 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5043   -0.5511   -0.8935 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7056   -1.0832    0.6376 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4185    5.2316    0.6960 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8064   -3.3931    1.6148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8762   -0.8690   -2.6077 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0696   -0.7787   -3.2341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8575   -3.4844    0.0205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7676   -2.5077   -2.5201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6463   -3.2944    3.0060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8514   -3.0723    1.4293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1738   -4.2730    1.6149 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 20  1  0  0  0  0
  2 10  1  0  0  0  0
  2 41  1  0  0  0  0
  3 12  1  0  0  0  0
  3 43  1  0  0  0  0
  4 16  2  0  0  0  0
  5 25  1  0  0  0  0
  5 28  1  0  0  0  0
  6 14  1  0  0  0  0
  6 16  1  0  0  0  0
  6 32  1  0  0  0  0
  7  9  1  0  0  0  0
  7 38  1  0  0  0  0
  7 39  1  0  0  0  0
  8 21  1  0  0  0  0
  8 27  1  0  0  0  0
  8 42  1  0  0  0  0
  9 10  1  0  0  0  0
  9 12  1  0  0  0  0
  9 29  1  0  0  0  0
 10 17  1  0  0  0  0
 10 30  1  0  0  0  0
 11 13  1  0  0  0  0
 11 14  2  0  0  0  0
 11 15  1  0  0  0  0
 12 23  1  0  0  0  0
 12 31  1  0  0  0  0
 13 16  1  0  0  0  0
 13 18  2  0  0  0  0
 14 19  1  0  0  0  0
 15 20  2  0  0  0  0
 15 24  1  0  0  0  0
 17 33  1  0  0  0  0
 17 34  1  0  0  0  0
 17 35  1  0  0  0  0
 18 21  1  0  0  0  0
 18 36  1  0  0  0  0
 19 22  2  0  0  0  0
 19 37  1  0  0  0  0
 20 22  1  0  0  0  0
 21 25  2  0  0  0  0
 22 40  1  0  0  0  0
 23 24  3  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 44  1  0  0  0  0
 27 45  1  0  0  0  0
 28 46  1  0  0  0  0
 28 47  1  0  0  0  0
 28 48  1  0  0  0  0
M  END
> <DATABASE_ID>
DB03737

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
[H][C@](C)(O)[C@]([H])(N)[C@]([H])(O)C#CC1=C(F)C=CC2=C1\C(=C\C1=C(OC)C=CN1)C(=O)N2

> <INCHI_IDENTIFIER>
InChI=1S/C20H20FN3O4/c1-10(25)19(22)16(26)6-3-11-13(21)4-5-14-18(11)12(20(27)24-14)9-15-17(28-2)7-8-23-15/h4-5,7-10,16,19,23,25-26H,22H2,1-2H3,(H,24,27)/b12-9-/t10-,16-,19+/m1/s1

> <INCHI_KEY>
RAKYKJWUUUKCCW-MPLBGYFPSA-N

> <FORMULA>
C20H20FN3O4

> <MOLECULAR_WEIGHT>
385.3889

> <EXACT_MASS>
385.143784348

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
0.9874993255439579

> <JCHEM_AVERAGE_POLARIZABILITY>
39.17113671900928

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3Z)-4-[(3R,4S,5R)-4-amino-3,5-dihydroxyhex-1-yn-1-yl]-5-fluoro-3-[(3-methoxy-1H-pyrrol-2-yl)methylidene]-2,3-dihydro-1H-indol-2-one

> <ALOGPS_LOGP>
1.33

> <JCHEM_LOGP>
1.0056636153333334

> <ALOGPS_LOGS>
-4.28

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NEUTRAL_CHARGE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
12.802503874930629

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.319682080910498

> <JCHEM_PKA_STRONGEST_BASIC>
8.899344268471408

> <JCHEM_POLAR_SURFACE_AREA>
120.60000000000002

> <JCHEM_REFRACTIVITY>
101.49630000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.01e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
biotin

> <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 4-((3r,4s,5r)-4-Amino-3,5-Dihydroxy-Hex-1-Ynyl)-5-Fluoro-3-[1-(3-Methoxy-1h-Pyrrol-2-Yl)-Meth-(Z)-Ylidene]-1,3-Dihydro-Indol-2-One (DB03737)

Structure for 4-((3r,4s,5r)-4-Amino-3,5-Dihydroxy-Hex-1-Ynyl)-5-Fluoro-3-[1-(3-Methoxy-1h-Pyrrol-2-Yl)-Meth-(Z)-Ylidene]-1,3-Dihydro-Indol-2-One (DB03737)