3D structure for (2Z)-N-(3-chloro-2'-methoxybiphenyl-4-yl)-2-cyano-3-hydroxybut-2-enamide (DB08172)

54727975
  -OEChem-10051721153D

39 40  0     0  0  0  0  0  0999 V2000
    0.6307   -1.5668   -2.4160 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.7688   -1.8449    0.2243 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9090    1.0450    1.6669 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6916    1.9514   -0.9934 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2065   -0.1679   -0.2135 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5461   -2.2096    1.2927 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9660    0.3387   -0.0562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3999    0.5208    0.0085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4054   -0.4319   -1.0747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1443    0.9344    0.9006 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7990   -0.0111   -0.1798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2545   -0.5732    0.1458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0227   -0.6067   -1.1366 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2381    0.7594    0.8388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9250    1.8107   -0.0688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6343   -0.3771    0.2054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3048    2.0068   -0.0090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1593    0.9129    0.1279 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1349    0.3510    0.6806 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5489   -0.0270    0.3222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7238   -2.8943    0.3634 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2454    0.7766   -0.5079 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6541    0.5326   -0.9760 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1046   -1.2297    0.8548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0406   -0.8906   -1.8305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5624    1.5342    1.7059 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7942    1.2582    1.6181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2786    2.6779   -0.1826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3616   -1.1744    0.3111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7140    3.0109   -0.0707 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5555   -0.7335   -0.9846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2335    1.0670    0.1739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1632   -3.8339    0.4102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3808   -2.9626   -0.5104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2815   -2.8129    1.3027 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2965    1.3640   -0.6673 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0939   -0.3886   -0.5856 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6752    0.4724   -2.0692 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7902    2.0657   -0.6534 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 13  1  0  0  0  0
  2 12  1  0  0  0  0
  2 21  1  0  0  0  0
  3 19  2  0  0  0  0
  4 22  1  0  0  0  0
  4 39  1  0  0  0  0
  5 11  1  0  0  0  0
  5 19  1  0  0  0  0
  5 31  1  0  0  0  0
  6 24  3  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  7 10  1  0  0  0  0
  8 12  1  0  0  0  0
  8 15  2  0  0  0  0
  9 13  1  0  0  0  0
  9 25  1  0  0  0  0
 10 14  2  0  0  0  0
 10 26  1  0  0  0  0
 11 13  2  0  0  0  0
 11 14  1  0  0  0  0
 12 16  2  0  0  0  0
 14 27  1  0  0  0  0
 15 17  1  0  0  0  0
 15 28  1  0  0  0  0
 16 18  1  0  0  0  0
 16 29  1  0  0  0  0
 17 18  2  0  0  0  0
 17 30  1  0  0  0  0
 18 32  1  0  0  0  0
 19 20  1  0  0  0  0
 20 22  2  0  0  0  0
 20 24  1  0  0  0  0
 21 33  1  0  0  0  0
 21 34  1  0  0  0  0
 21 35  1  0  0  0  0
 22 23  1  0  0  0  0
 23 36  1  0  0  0  0
 23 37  1  0  0  0  0
 23 38  1  0  0  0  0
M  END
> <DATABASE_ID>
DB08172

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
COC1=CC=CC=C1C1=CC(Cl)=C(NC(=O)C(\C#N)=C(\C)O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H15ClN2O3/c1-11(22)14(10-20)18(23)21-16-8-7-12(9-15(16)19)13-5-3-4-6-17(13)24-2/h3-9,22H,1-2H3,(H,21,23)/b14-11-

> <INCHI_KEY>
YUDQXOMZBLEWBH-KAMYIIQDSA-N

> <FORMULA>
C18H15ClN2O3

> <MOLECULAR_WEIGHT>
342.776

> <EXACT_MASS>
342.077120063

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
-0.9357437578029137

> <JCHEM_AVERAGE_POLARIZABILITY>
34.84069508809068

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2Z)-N-{3-chloro-2'-methoxy-[1,1'-biphenyl]-4-yl}-2-cyano-3-hydroxybut-2-enamide

> <ALOGPS_LOGP>
3.77

> <JCHEM_LOGP>
3.354633490333333

> <ALOGPS_LOGS>
-4.92

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NEUTRAL_CHARGE>
-1

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.861431610111142

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.836857945845886

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2949158935200087

> <JCHEM_POLAR_SURFACE_AREA>
82.35

> <JCHEM_REFRACTIVITY>
94.8233

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.11e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tetrahydrofolic acid

> <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 (2Z)-N-(3-chloro-2'-methoxybiphenyl-4-yl)-2-cyano-3-hydroxybut-2-enamide (DB08172)

Structure for (2Z)-N-(3-chloro-2'-methoxybiphenyl-4-yl)-2-cyano-3-hydroxybut-2-enamide (DB08172)