(S)-2-((S)-1-((S)-2-((S)-2-((S)-3-(1H-indol-3-yl)-2-(2-(thiophen-2-yl)acetamido)propanamido)-3-(1H-indol-3-yl)propanamido)-5-guanidinopentanoyl)pyrrolidine-2-carboxamido)-5-guanidinopentanoic acid

ID: ALA4095482

Chembl Id: CHEMBL4095482

PubChem CID: 137654546

Max Phase: Preclinical

Molecular Formula: C45H57N13O7S

Molecular Weight: 924.10

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N=C(N)NCCC[C@H](NC(=O)[C@@H]1CCCN1C(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](Cc1c[nH]c2ccccc12)NC(=O)[C@H](Cc1c[nH]c2ccccc12)NC(=O)Cc1cccs1)C(=O)O

Standard InChI:  InChI=1S/C45H57N13O7S/c46-44(47)50-17-5-14-33(42(63)58-19-7-16-37(58)41(62)56-34(43(64)65)15-6-18-51-45(48)49)55-40(61)36(22-27-25-53-32-13-4-2-11-30(27)32)57-39(60)35(54-38(59)23-28-9-8-20-66-28)21-26-24-52-31-12-3-1-10-29(26)31/h1-4,8-13,20,24-25,33-37,52-53H,5-7,14-19,21-23H2,(H,54,59)(H,55,61)(H,56,62)(H,57,60)(H,64,65)(H4,46,47,50)(H4,48,49,51)/t33-,34-,35-,36-,37-/m0/s1

Standard InChI Key:  ICWYXHFAPCIAQH-LTLCPEALSA-N

Alternative Forms

1. Parent:

   

   ALA4095482

   ---

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: 924.10

Molecular Weight (Monoisotopic): 923.4225

AlogP: 1.28

#Rotatable Bonds: 23

Polar Surface Area: 329.39

Molecular Species: ZWITTERION

HBA: 9

HBD: 13

#RO5 Violations: 2

HBA (Lipinski): 20

HBD (Lipinski): 15

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.94

CX Basic pKa: 11.69

CX LogP: -1.39

CX LogD: -3.25

Aromatic Rings: 5

Heavy Atoms: 66

QED Weighted: 0.03

Np Likeness Score: -0.38

References

1. Takayama K, Mori K, Tanaka A, Nomura E, Sohma Y, Mori M, Taguchi A, Taniguchi A, Sakane T, Yamamoto A, Minamino N, Miyazato M, Kangawa K, Hayashi Y..  (2017)  Discovery of a Human Neuromedin U Receptor 1-Selective Hexapeptide Agonist with Enhanced Serum Stability.,  60  (12): [PMID:28548497] [10.1021/acs.jmedchem.7b00694]

Source

Source(1):

• Scientific Literature