US8497376, 13

ID: ALA3986577

PubChem CID: 57666550

Max Phase: Preclinical

Molecular Formula: C28H34N4O4

Molecular Weight: 490.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)CC=C(c2cc([C@@H]3C[C@@]4(C)O[C@@](C)(C3)[C@H](O)[C@@H]4O)ccc2NC(=O)c2ncc(C#N)[nH]2)CC1

Standard InChI:  InChI=1S/C28H34N4O4/c1-26(2)9-7-16(8-10-26)20-11-17(18-12-27(3)22(33)23(34)28(4,13-18)36-27)5-6-21(20)32-25(35)24-30-15-19(14-29)31-24/h5-7,11,15,18,22-23,33-34H,8-10,12-13H2,1-4H3,(H,30,31)(H,32,35)/t18-,22+,23-,27-,28+

Standard InChI Key:  BFRMIBAIXRFZSJ-RBXAJKSRSA-N

Molfile:  

     RDKit          2D

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 22 23  3  0
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 27 28  1  1
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 29 30  1  0
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 30 33  1  0
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 35 36  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA3986577

   5-cyano-N-[4-[(1S,5R,6S,7R)-6,7-dihydroxy-1,5-dimethyl-8-oxabicyclo[3.2.1]octan-3-yl]-2-(4,4-dimethylcyclohexen-1-yl)phenyl]-1H-imidazole-2-carboxamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 490.60

Molecular Weight (Monoisotopic): 490.2580

AlogP: 4.27

#Rotatable Bonds: 4

Polar Surface Area: 131.26

Molecular Species: ACID

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.80

CX Basic pKa: 0.62

CX LogP: 3.21

CX LogD: 2.36

Aromatic Rings: 2

Heavy Atoms: 36

QED Weighted: 0.51

Np Likeness Score: 0.45

References

1.  (2013)  4-Cyano-1H-imidazole-2-carboxylic acid [2-cyclohex-1-enyl-4-(2,6-dioxo-piperidin-4-yl)-phenyl]-amide; tyrosine kinase inhibitor; autoimmune diseases, antiinflammatory, anticarcinogenic agent, 

Source

Source(1):

• BindingDB Database