(S)-3-amino-4-(((2S,5S)-1-benzyl-5-(2-((2S,3S)-1-(tert-butylamino)-3-methyl-1-oxopentan-2-ylamino)-2-oxoethyl)-3,6-dioxopiperazin-2-yl)methylamino)-4-oxobutanoic acid

ID: ALA3819252

Chembl Id: CHEMBL3819252

PubChem CID: 101913264

Max Phase: Preclinical

Molecular Formula: C28H42N6O7

Molecular Weight: 574.68

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@H](C)[C@H](NC(=O)C[C@@H]1NC(=O)[C@H](CNC(=O)[C@@H](N)CC(=O)O)N(Cc2ccccc2)C1=O)C(=O)NC(C)(C)C

Standard InChI:  InChI=1S/C28H42N6O7/c1-6-16(2)23(26(40)33-28(3,4)5)32-21(35)13-19-27(41)34(15-17-10-8-7-9-11-17)20(25(39)31-19)14-30-24(38)18(29)12-22(36)37/h7-11,16,18-20,23H,6,12-15,29H2,1-5H3,(H,30,38)(H,31,39)(H,32,35)(H,33,40)(H,36,37)/t16-,18-,19-,20-,23-/m0/s1

Standard InChI Key:  QOSIRQNYWJNZFB-WGLQCKHLSA-N

Alternative Forms

1. Parent:

   

   ALA3819252

   N-{[(2s,5s)-1-Benzyl-5-(2-{[(2s,3s)-1-(Tert-Butylamino)-3-Methyl-1-Oxopentan-2-Yl]amino}-2-Oxoethyl)-3,6-Dioxopiperazin-2-Yl]methyl}-L-Alpha-Asparagine

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: 574.68

Molecular Weight (Monoisotopic): 574.3115

AlogP: -0.36

#Rotatable Bonds: 13

Polar Surface Area: 200.03

Molecular Species: ZWITTERION

HBA: 7

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.61

CX Basic pKa: 8.52

CX LogP: -3.10

CX LogD: -3.12

Aromatic Rings: 1

Heavy Atoms: 41

QED Weighted: 0.18

Np Likeness Score: -0.23

References

1. Nardone V, Lucarelli AP, Dalle Vedove A, Fanelli R, Tomassetti A, Belvisi L, Civera M, Parisini E..  (2016)  Crystal Structure of Human E-Cadherin-EC1EC2 in Complex with a Peptidomimetic Competitive Inhibitor of Cadherin Homophilic Interaction.,  59  (10): [PMID:27120112] [10.1021/acs.jmedchem.5b01487]

Source

Source(1):

• Scientific Literature