ID: ALA3289302

Max Phase: Preclinical

Molecular Formula: C28H39N7O3S

Molecular Weight: 553.73

Molecule Type: Small molecule

Representations

Canonical SMILES:  N=C(N)c1cccc(C[C@@H](NS(=O)(=O)c2cccc(C3CCC(N)=NC3)c2)C(=O)N2CCC(CCN)CC2)c1

Standard InChI:  InChI=1S/C28H39N7O3S/c29-12-9-19-10-13-35(14-11-19)28(36)25(16-20-3-1-5-22(15-20)27(31)32)34-39(37,38)24-6-2-4-21(17-24)23-7-8-26(30)33-18-23/h1-6,15,17,19,23,25,34H,7-14,16,18,29H2,(H2,30,33)(H3,31,32)/t23?,25-/m1/s1

Standard InChI Key:  JLKDEEFFWQESQM-XSWBTSGESA-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: 553.73

Molecular Weight (Monoisotopic): 553.2835

AlogP: 1.68

#Rotatable Bonds: 10

Polar Surface Area: 180.75

Molecular Species: BASE

HBA: 7

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.85

CX Basic pKa: 11.85

CX LogP: 0.01

CX LogD: -6.75

Aromatic Rings: 2

Heavy Atoms: 39

QED Weighted: 0.22

Np Likeness Score: -0.57

References

1. Goswami R, Mukherjee S, Ghadiyaram C, Wohlfahrt G, Sistla RK, Nagaraj J, Satyam LK, Subbarao K, Palakurthy RK, Gopinath S, Krishnamurthy NR, Ikonen T, Moilanen A, Subramanya HS, Kallio P, Ramachandra M..  (2014)  Structure-guided discovery of 1,3,5 tri-substituted benzenes as potent and selective matriptase inhibitors exhibiting in vivo antitumor efficacy.,  22  (12): [PMID:24794746] [10.1016/j.bmc.2014.04.013]

Source

Source(1):

• Scientific Literature