N-Cyclohexyl-2-((4-oxo-3-phenyl-4,5-dihydro-3H-pyrimido[5,4-b]indol-2-yl)thio)acetamide

ID: ALA2386474

Chembl Id: CHEMBL2386474

Cas Number: 536703-68-1

PubChem CID: 2155996

Max Phase: Preclinical

Molecular Formula: C24H24N4O2S

Molecular Weight: 432.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CSc1nc2c([nH]c3ccccc32)c(=O)n1-c1ccccc1)NC1CCCCC1

Standard InChI:  InChI=1S/C24H24N4O2S/c29-20(25-16-9-3-1-4-10-16)15-31-24-27-21-18-13-7-8-14-19(18)26-22(21)23(30)28(24)17-11-5-2-6-12-17/h2,5-8,11-14,16,26H,1,3-4,9-10,15H2,(H,25,29)

Standard InChI Key:  DLVOJMMGVBQRBW-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2386474

   N-cyclohexyl-2-[(4-oxo-3-phenyl-5H-pyrimido[5,4-b]indol-2-yl)sulfanyl]acetamide

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: 432.55

Molecular Weight (Monoisotopic): 432.1620

AlogP: 4.41

#Rotatable Bonds: 5

Polar Surface Area: 79.78

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.34

CX Basic pKa: 1.99

CX LogP: 4.43

CX LogD: 4.43

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.36

Np Likeness Score: -1.59

References

1. Chan M, Hayashi T, Mathewson RD, Nour A, Hayashi Y, Yao S, Tawatao RI, Crain B, Tsigelny IF, Kouznetsova VL, Messer K, Pu M, Corr M, Carson DA, Cottam HB..  (2013)  Identification of substituted pyrimido[5,4-b]indoles as selective Toll-like receptor 4 ligands.,  56  (11): [PMID:23656327] [10.1021/jm301694x]

Source

Source(1):

• Scientific Literature