ID: ALA2402936

Max Phase: Preclinical

Molecular Formula: C27H34N8O6S

Molecular Weight: 598.69

Molecule Type: Small molecule

Representations

Canonical SMILES:  NC(=O)[C@@H]1CNC(=S)NC[C@@H](NC(=O)[C@@H](N)Cc2ccc(O)cc2)C(=O)NCC(=O)N[C@@H](Cc2ccccc2)C(=O)N1

Standard InChI:  InChI=1S/C27H34N8O6S/c28-18(10-16-6-8-17(36)9-7-16)24(39)35-21-13-32-27(42)31-12-20(23(29)38)34-26(41)19(11-15-4-2-1-3-5-15)33-22(37)14-30-25(21)40/h1-9,18-21,36H,10-14,28H2,(H2,29,38)(H,30,40)(H,33,37)(H,34,41)(H,35,39)(H2,31,32,42)/t18-,19-,20-,21+/m0/s1

Standard InChI Key:  MNTOUKHSDQFMMF-XSDIEEQYSA-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: 598.69

Molecular Weight (Monoisotopic): 598.2322

AlogP: -2.96

#Rotatable Bonds: 7

Polar Surface Area: 229.80

Molecular Species: NEUTRAL

HBA: 8

HBD: 9

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 11

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.47

CX Basic pKa: 7.73

CX LogP: -2.32

CX LogD: -2.68

Aromatic Rings: 2

Heavy Atoms: 42

QED Weighted: 0.15

Np Likeness Score: 0.61

References

1. Touati-Jallabe Y, Bojnik E, Legrand B, Mauchauffée E, Chung NN, Schiller PW, Benyhe S, Averlant-Petit MC, Martinez J, Hernandez JF..  (2013)  Cyclic enkephalins with a diversely substituted guanidine bridge or a thiourea bridge: synthesis, biological and structural evaluations.,  56  (14): [PMID:23822516] [10.1021/jm4008592]

2. Touati-Jallabe Y, Bojnik E, Legrand B, Mauchauffée E, Chung NN, Schiller PW, Benyhe S, Averlant-Petit MC, Martinez J, Hernandez JF..  (2013)  Cyclic enkephalins with a diversely substituted guanidine bridge or a thiourea bridge: synthesis, biological and structural evaluations.,  56  (14): [PMID:23822516] [10.1021/jm4008592]

Source

Source(1):

• Scientific Literature