cis/trans-(S)-2-((S)-2-((S)-3-(4-aminocyclohexyl)-2-(2-phenylacetamido)propanamido)-3-hydroxypropanamido)-5-guanidinopentanamide

ID: ALA2171750

PubChem CID: 71455265

Max Phase: Preclinical

Molecular Formula: C26H42N8O5

Molecular Weight: 546.67

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N=C(N)NCCC[C@H](NC(=O)[C@H](CO)NC(=O)[C@H](CC1CCC(N)CC1)NC(=O)Cc1ccccc1)C(N)=O

Standard InChI:  InChI=1S/C26H42N8O5/c27-18-10-8-17(9-11-18)13-20(32-22(36)14-16-5-2-1-3-6-16)24(38)34-21(15-35)25(39)33-19(23(28)37)7-4-12-31-26(29)30/h1-3,5-6,17-21,35H,4,7-15,27H2,(H2,28,37)(H,32,36)(H,33,39)(H,34,38)(H4,29,30,31)/t17?,18?,19-,20-,21-/m0/s1

Standard InChI Key:  ZIRFNYRYJIRNHK-IMPXWGQXSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2171750

   (2S)-2-[[(2S)-2-[[(2S)-3-(4-aminocyclohexyl)-2-[(2-phenylacetyl)amino]propanoyl]amino]-3-hydroxypropanoyl]amino]-5-(diaminomethylideneamino)pentanamide

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: 546.67

Molecular Weight (Monoisotopic): 546.3278

AlogP: -1.67

#Rotatable Bonds: 15

Polar Surface Area: 238.54

Molecular Species: BASE

HBA: 7

HBD: 9

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 12

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.91

CX Basic pKa: 11.69

CX LogP: -2.60

CX LogD: -7.29

Aromatic Rings: 1

Heavy Atoms: 39

QED Weighted: 0.07

Np Likeness Score: 0.07

References

1. Caliendo G, Santagada V, Perissutti E, Severino B, Fiorino F, Frecentese F, Juliano L..  (2012)  Kallikrein protease activated receptor (PAR) axis: an attractive target for drug development.,  55  (15): [PMID:22607152] [10.1021/jm300407t]

Source

Source(1):

• Scientific Literature