ID: ALA2386461

Max Phase: Preclinical

Molecular Formula: C21H15N5O2S2

Molecular Weight: 433.52

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(CSc1nc2c([nH]c3ccccc32)c(=O)n1-c1ccccc1)Nc1nccs1

Standard InChI:  InChI=1S/C21H15N5O2S2/c27-16(24-20-22-10-11-29-20)12-30-21-25-17-14-8-4-5-9-15(14)23-18(17)19(28)26(21)13-6-2-1-3-7-13/h1-11,23H,12H2,(H,22,24,27)

Standard InChI Key:  IUHZMLBKQOHKHU-UHFFFAOYSA-N

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

Properties

Molecular Weight: 433.52

Molecular Weight (Monoisotopic): 433.0667

AlogP: 4.05

#Rotatable Bonds: 5

Polar Surface Area: 92.67

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 7.85

CX Basic pKa: 1.83

CX LogP: 3.99

CX LogD: 3.87

Aromatic Rings: 5

Heavy Atoms: 30

QED Weighted: 0.32

Np Likeness Score: -2.17

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