2-[2-[2-(2-{2-[2-[2-Acetylamino-3-(3H-imidazol-4-yl)-propionylamino]-3-(1H-indol-3-yl)-propionylamino]-propionylamino}-3-methyl-butyrylamino)-acetylamino]-3-(3H-imidazol-4-yl)-propionylamino]-4-methyl-pentanoic acid ethyl ester

ID: ALA2369372

Cas Number: 122000-99-1

PubChem CID: 5492433

Max Phase: Preclinical

Molecular Formula: C43H60N12O9

Molecular Weight: 889.03

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  CCOC(=O)[C@H](CC(C)C)NC(=O)[C@H](Cc1c[nH]cn1)NC(=O)CNC(=O)[C@@H](NC(=O)[C@H](C)NC(=O)[C@H](Cc1c[nH]c2ccccc12)NC(=O)[C@H](Cc1c[nH]cn1)NC(C)=O)C(C)C

Standard InChI:  InChI=1S/C43H60N12O9/c1-8-64-43(63)35(13-23(2)3)54-41(61)34(16-29-19-45-22-49-29)52-36(57)20-47-42(62)37(24(4)5)55-38(58)25(6)50-39(59)32(14-27-17-46-31-12-10-9-11-30(27)31)53-40(60)33(51-26(7)56)15-28-18-44-21-48-28/h9-12,17-19,21-25,32-35,37,46H,8,13-16,20H2,1-7H3,(H,44,48)(H,45,49)(H,47,62)(H,50,59)(H,51,56)(H,52,57)(H,53,60)(H,54,61)(H,55,58)/t25-,32-,33-,34-,35-,37-/m0/s1

Standard InChI Key:  XJDBEYLBPMSDAA-QQOSZXOGSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2369372

   N-Acetyl-gastrin releasing peptide ethyl ester

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: 889.03

Molecular Weight (Monoisotopic): 888.4606

AlogP: -0.03

#Rotatable Bonds: 24

Polar Surface Area: 303.15

Molecular Species: NEUTRAL

HBA: 11

HBD: 10

#RO5 Violations: 3

HBA (Lipinski): 21

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.44

CX Basic pKa: 6.84

CX LogP: -1.01

CX LogD: -1.11

Aromatic Rings: 4

Heavy Atoms: 64

QED Weighted: 0.04

Np Likeness Score: -0.24

References

1. Heimbrook DC, Saari WS, Balishin NL, Fisher TW, Friedman A, Kiefer DM, Rotberg NS, Wallen JW, Oliff A..  (1991)  Gastrin releasing peptide antagonists with improved potency and stability.,  34  (7): [PMID:2066982] [10.1021/jm00111a027]

Source

Source(1):

• Scientific Literature