c(Phe(C2)-Ala-Ala-Ala-Ala-Phe(N2)-NH2)

ID: ALA391932

PubChem CID: 23730838

Max Phase: Preclinical

Molecular Formula: C35H48N8O7

Molecular Weight: 692.82

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@H]1NC(=O)[C@H](C)NC(=O)[C@H](Cc2ccccc2)NCCC(=O)NCCN([C@@H](Cc2ccccc2)C(N)=O)C(=O)[C@H](C)NC(=O)[C@H](C)NC1=O

Standard InChI:  InChI=1S/C35H48N8O7/c1-21-31(46)40-22(2)33(48)42-24(4)35(50)43(28(30(36)45)20-26-13-9-6-10-14-26)18-17-38-29(44)15-16-37-27(19-25-11-7-5-8-12-25)34(49)41-23(3)32(47)39-21/h5-14,21-24,27-28,37H,15-20H2,1-4H3,(H2,36,45)(H,38,44)(H,39,47)(H,40,46)(H,41,49)(H,42,48)/t21-,22-,23-,24-,27-,28-/m0/s1

Standard InChI Key:  PQPSEMWNMBJLKW-YPZLOKHQSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA391932

   (2S)-2-[(6S,9S,12S,15S,18S)-18-benzyl-6,9,12,15-tetramethyl-5,8,11,14,17,22-hexaoxo-1,4,7,10,13,16,19-heptazacyclodocos-4-yl]-3-phenylpropanamide

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

Calculated Properties

Molecular Weight: 692.82

Molecular Weight (Monoisotopic): 692.3646

AlogP: -1.35

#Rotatable Bonds: 6

Polar Surface Area: 220.93

Molecular Species: NEUTRAL

HBA: 8

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.82

CX Basic pKa: 7.79

CX LogP: -1.14

CX LogD: -1.68

Aromatic Rings: 2

Heavy Atoms: 50

QED Weighted: 0.19

Np Likeness Score: 0.35

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