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

ID: ALA3633452

Chembl Id: CHEMBL3633452

PubChem CID: 122195275

Max Phase: Preclinical

Molecular Formula: C29H47N11O9

Molecular Weight: 693.76

Molecule Type: Protein

Names and Identifiers

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

Standard InChI:  InChI=1S/C29H47N11O9/c30-17(10-11-22(31)42)23(43)37-18(8-4-12-35-28(32)33)24(44)39-20(14-16-6-2-1-3-7-16)25(45)40-21(15-41)26(46)38-19(27(47)48)9-5-13-36-29(34)49/h1-3,6-7,17-21,41H,4-5,8-15,30H2,(H2,31,42)(H,37,43)(H,38,46)(H,39,44)(H,40,45)(H,47,48)(H4,32,33,35)(H3,34,36,49)/t17-,18-,19-,20-,21-/m0/s1

Standard InChI Key:  WGRONEDMKFPESM-SXYSDOLCSA-N

Alternative Forms

1. Parent:

   

   ALA3633452

   ---

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: 693.76

Molecular Weight (Monoisotopic): 693.3558

AlogP: -4.45

#Rotatable Bonds: 23

Polar Surface Area: 360.06

Molecular Species: ZWITTERION

HBA: 10

HBD: 13

#RO5 Violations: 2

HBA (Lipinski): 20

HBD (Lipinski): 17

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.70

CX Basic pKa: 12.46

CX LogP: -6.94

CX LogD: -7.54

Aromatic Rings: 1

Heavy Atoms: 49

QED Weighted: 0.03

Np Likeness Score: 0.18

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