{1-[1-(1-Cyclohexylmethyl-2-hydroxy-6-methyl-4-methylcarbamoyl-heptylcarbamoyl)-2-(3H-imidazol-4-yl)-ethylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester

ID: ALA3142429

PubChem CID: 6323453

Max Phase: Preclinical

Molecular Formula: C37H58N6O6

Molecular Weight: 682.91

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNC(=O)[C@H](CC(C)C)C[C@H](O)[C@H](CC1CCCCC1)NC(=O)[C@H](Cc1c[nH]cn1)NC(=O)[C@H](Cc1ccccc1)NC(=O)OC(C)(C)C

Standard InChI:  InChI=1S/C37H58N6O6/c1-24(2)17-27(33(45)38-6)20-32(44)29(18-25-13-9-7-10-14-25)41-35(47)31(21-28-22-39-23-40-28)42-34(46)30(19-26-15-11-8-12-16-26)43-36(48)49-37(3,4)5/h8,11-12,15-16,22-25,27,29-32,44H,7,9-10,13-14,17-21H2,1-6H3,(H,38,45)(H,39,40)(H,41,47)(H,42,46)(H,43,48)/t27-,29+,30+,31+,32+/m1/s1

Standard InChI Key:  REDPJRNIRCVACW-UGMRNKNYSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3142429

   N-(Tert-Butoxycarbonyl)-L-Phenylalanyl-N-[(2s,3s,5r)-1-Cyclohexyl-3-Hydroxy-7-Methyl-5-(Methylcarbamoyl)octan-2-Yl]-L-Histidinamide

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: 682.91

Molecular Weight (Monoisotopic): 682.4418

AlogP: 4.19

#Rotatable Bonds: 17

Polar Surface Area: 174.54

Molecular Species: NEUTRAL

HBA: 7

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.23

CX Basic pKa: 6.53

CX LogP: 4.07

CX LogD: 4.02

Aromatic Rings: 2

Heavy Atoms: 49

QED Weighted: 0.15

Np Likeness Score: 0.08

References

1. Cozzini P, Fornabaio M, Marabotti A, Abraham DJ, Kellogg GE, Mozzarelli A..  (2002)  Simple, intuitive calculations of free energy of binding for protein-ligand complexes. 1. Models without explicit constrained water.,  45  (12): [PMID:12036355] [10.1021/jm0200299]

Source

Source(1):

• Scientific Literature