ID: ALA237220

Max Phase: Preclinical

Molecular Formula: C35H50N8O8

Molecular Weight: 710.83

Molecule Type: Small molecule

Representations

Canonical SMILES:  C[C@H](NC(=O)[C@H](C)NC(=O)[C@H](Cc1ccccc1)NCCC(=O)O)C(=O)N[C@@H](C)C(=O)N[C@@H](C)C(=O)N(CCN)[C@@H](Cc1ccccc1)C(N)=O

Standard InChI:  InChI=1S/C35H50N8O8/c1-21(39-32(48)23(3)41-34(50)27(38-17-15-29(44)45)19-25-11-7-5-8-12-25)31(47)40-22(2)33(49)42-24(4)35(51)43(18-16-36)28(30(37)46)20-26-13-9-6-10-14-26/h5-14,21-24,27-28,38H,15-20,36H2,1-4H3,(H2,37,46)(H,39,48)(H,40,47)(H,41,50)(H,42,49)(H,44,45)/t21-,22-,23-,24-,27-,28-/m0/s1

Standard InChI Key:  VJCGDOIUXBGBOZ-YPZLOKHQSA-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: 710.83

Molecular Weight (Monoisotopic): 710.3752

AlogP: -1.44

#Rotatable Bonds: 21

Polar Surface Area: 255.15

Molecular Species: ZWITTERION

HBA: 9

HBD: 8

#RO5 Violations: 2

HBA (Lipinski): 16

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.76

CX Basic pKa: 8.99

CX LogP: -3.81

CX LogD: -4.43

Aromatic Rings: 2

Heavy Atoms: 51

QED Weighted: 0.07

Np Likeness Score: -0.11

References

1. Hess S, Ovadia O, Shalev DE, Senderovich H, Qadri B, Yehezkel T, Salitra Y, Sheynis T, Jelinek R, Gilon C, Hoffman A..  (2007)  Effect of structural and conformation modifications, including backbone cyclization, of hydrophilic hexapeptides on their intestinal permeability and enzymatic stability.,  50  (24): [PMID:17983214] [10.1021/jm070836d]

Source

Source(1):

• Scientific Literature