(2S)-6-amino-2-[[(1R)-5-(benzyloxycarbonylamino)-1-(isopentylcarbamoyl)pentyl]carbamoylamino]hexanoic acid

ID: ALA3577333

Chembl Id: CHEMBL3577333

PubChem CID: 59187303

Max Phase: Preclinical

Molecular Formula: C26H43N5O6

Molecular Weight: 521.66

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)CCNC(=O)[C@@H](CCCCNC(=O)OCc1ccccc1)NC(=O)N[C@@H](CCCCN)C(=O)O

Standard InChI:  InChI=1S/C26H43N5O6/c1-19(2)14-17-28-23(32)21(30-25(35)31-22(24(33)34)13-6-8-15-27)12-7-9-16-29-26(36)37-18-20-10-4-3-5-11-20/h3-5,10-11,19,21-22H,6-9,12-18,27H2,1-2H3,(H,28,32)(H,29,36)(H,33,34)(H2,30,31,35)/t21-,22+/m1/s1

Standard InChI Key:  CHTDAZARBWINCK-YADHBBJMSA-N

Alternative Forms

1. Parent:

   

   ALA3577333

   (2S)-6-amino-2-[[(2R)-1-(3-methylbutylamino)-1-oxo-6-(phenylmethoxycarbonylamino)hexan-2-yl]carbamoylamino]hexanoic acid

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: 521.66

Molecular Weight (Monoisotopic): 521.3213

AlogP: 2.50

#Rotatable Bonds: 18

Polar Surface Area: 171.88

Molecular Species: ZWITTERION

HBA: 6

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.71

CX Basic pKa: 10.21

CX LogP: -0.16

CX LogD: -0.16

Aromatic Rings: 1

Heavy Atoms: 37

QED Weighted: 0.16

Np Likeness Score: -0.26

References

1. Halland N, Brönstrup M, Czech J, Czechtizky W, Evers A, Follmann M, Kohlmann M, Schiell M, Kurz M, Schreuder HA, Kallus C..  (2015)  Novel Small Molecule Inhibitors of Activated Thrombin Activatable Fibrinolysis Inhibitor (TAFIa) from Natural Product Anabaenopeptin.,  58  (11): [PMID:25990761] [10.1021/jm501840b]

Source

Source(1):

• Scientific Literature