(2S,5R,8S,11S,14S)-14,17-diamino-8-benzyl-2,11-bis(3-guanidinopropyl)-5-(mercaptomethyl)-4,7,10,13,17-pentaoxo-3,6,9,12-tetraazaheptadecan-1-oic acid

ID: ALA3633448

Chembl Id: CHEMBL3633448

PubChem CID: 122195271

Max Phase: Preclinical

Molecular Formula: C29H48N12O7S

Molecular Weight: 708.85

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  N=C(N)NCCC[C@H](NC(=O)[C@H](CS)NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@@H](N)CCC(N)=O)C(=O)O

Standard InChI:  InChI=1S/C29H48N12O7S/c30-17(10-11-22(31)42)23(43)38-18(8-4-12-36-28(32)33)24(44)40-20(14-16-6-2-1-3-7-16)25(45)41-21(15-49)26(46)39-19(27(47)48)9-5-13-37-29(34)35/h1-3,6-7,17-21,49H,4-5,8-15,30H2,(H2,31,42)(H,38,43)(H,39,46)(H,40,44)(H,41,45)(H,47,48)(H4,32,33,36)(H4,34,35,37)/t17-,18-,19-,20-,21-/m0/s1

Standard InChI Key:  YWJOYCGRIUEJLI-SXYSDOLCSA-N

Alternative Forms

1. Parent:

   

   ALA3633448

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Protein

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 708.85

Molecular Weight (Monoisotopic): 708.3490

AlogP: -3.70

#Rotatable Bonds: 23

Polar Surface Area: 346.61

Molecular Species: ZWITTERION

HBA: 10

HBD: 14

#RO5 Violations: 2

HBA (Lipinski): 19

HBD (Lipinski): 17

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.93

CX Basic pKa: 11.70

CX LogP: -7.21

CX LogD: -8.67

Aromatic Rings: 1

Heavy Atoms: 49

QED Weighted: 0.02

Np Likeness Score: 0.22

References

1. Rosa M, Marcelo F, Calle LP, Rougeot C, Jiménez-Barbero J, Arsequell G, Valencia G..  (2015)  Influence of polar side chains modifications on the dual enkephalinase inhibitory activity and conformation of human opiorphin, a pain perception related peptide.,  25  (22): [PMID:26463133] [10.1016/j.bmcl.2015.09.071]

Source

Source(1):

• Scientific Literature