2-{(S)-1-[(S)-4-Guanidino-1-((S)-1-methoxycarbonyl-3-phenyl-propylcarbamoyl)-butylcarbamoyl]-3-phenyl-propylamino}-octanoic acid anion

ID: ALA1160569

PubChem CID: 44322562

Max Phase: Preclinical

Molecular Formula: C35H52N6O6

Molecular Weight: 652.84

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCC(N[C@@H](CCc1ccccc1)C(=O)N[C@@H](CCCN=C(N)N)C(=O)N[C@@H](CCc1ccccc1)C(=O)OC)C(=O)O

Standard InChI:  InChI=1S/C35H52N6O6/c1-3-4-5-12-18-29(33(44)45)39-28(22-20-25-14-8-6-9-15-25)32(43)40-27(19-13-24-38-35(36)37)31(42)41-30(34(46)47-2)23-21-26-16-10-7-11-17-26/h6-11,14-17,27-30,39H,3-5,12-13,18-24H2,1-2H3,(H,40,43)(H,41,42)(H,44,45)(H4,36,37,38)/t27-,28-,29?,30-/m0/s1

Standard InChI Key:  JTDLQABYTLWHGW-QCVPMONFSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1160569

   2-[[(2S)-1-[[(2S)-5-(diaminomethylideneamino)-1-[[(2S)-1-methoxy-1-oxo-4-phenylbutan-2-yl]amino]-1-oxopentan-2-yl]amino]-1-oxo-4-phenylbutan-2-yl]amino]octanoic 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: 652.84

Molecular Weight (Monoisotopic): 652.3948

AlogP: 2.83

#Rotatable Bonds: 23

Polar Surface Area: 198.23

Molecular Species: ZWITTERION

HBA: 7

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 1.91

CX Basic pKa: 10.80

CX LogP: 2.84

CX LogD: 2.44

Aromatic Rings: 2

Heavy Atoms: 47

QED Weighted: 0.05

Np Likeness Score: 0.40

References

1. Esser CK, Kevin NJ, Yates NA, Chapman KT.  (1997)  Solid-phase synthesis of a N-carboxyalkyl tripeptide combinatorial library,  7  (20): [10.1016/S0960-894X(97)10049-X]

Source

Source(1):

• Scientific Literature