ID: ALA4092752

Max Phase: Preclinical

Molecular Formula: C20H16N4O5

Molecular Weight: 392.37

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1ccc2c(c1)C(=O)N(C[C@@]1(c3cc4cnccc4o3)NC(=O)NC1=O)C2

Standard InChI:  InChI=1S/C20H16N4O5/c1-28-13-3-2-11-9-24(17(25)14(11)7-13)10-20(18(26)22-19(27)23-20)16-6-12-8-21-5-4-15(12)29-16/h2-8H,9-10H2,1H3,(H2,22,23,26,27)/t20-/m0/s1

Standard InChI Key:  QOWBVKQSFCSJAK-FQEVSTJZSA-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: 392.37

Molecular Weight (Monoisotopic): 392.1121

AlogP: 1.53

#Rotatable Bonds: 4

Polar Surface Area: 113.77

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 8.49

CX Basic pKa: 3.86

CX LogP: 0.12

CX LogD: 0.08

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.65

Np Likeness Score: -0.23

References

1. Tong L, Kim SH, Rosner K, Yu W, Shankar BB, Chen L, Li D, Dai C, Girijavallabhan V, Popovici-Muller J, Yang L, Zhou G, Kosinski A, Siddiqui MA, Shih NY, Guo Z, Orth P, Chen S, Lundell D, Niu X, Umland S, Kozlowski JA..  (2017)  Fused bi-heteroaryl substituted hydantoin compounds as TACE inhibitors.,  27  (14): [PMID:28558971] [10.1016/j.bmcl.2017.05.062]

Source

Source(1):

• Scientific Literature