2-{2-[2-[2-Acetylamino-3-(3H-imidazol-4-yl)-propionylamino]-3-(1H-indol-3-yl)-propionylamino]-propionylamino}-N-({2-(3H-imidazol-4-yl)-1-[3-methyl-1-(3-methyl-butoxymethyl)-butylcarbamoyl]-ethylcarbamoyl}-methyl)-3-methyl-butyramide

ID: ALA2369388

PubChem CID: 73351474

Max Phase: Preclinical

Molecular Formula: C46H68N12O8

Molecular Weight: 917.13

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)N[C@@H](Cc1c[nH]cn1)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)N[C@@H](C)C(=O)N[C@H](C(=O)NCC(=O)N[C@@H](Cc1c[nH]cn1)C(=O)N[C@H](COCCC(C)C)CC(C)C)C(C)C

Standard InChI:  InChI=1S/C46H68N12O8/c1-26(2)13-14-66-23-34(15-27(3)4)55-44(63)39(18-33-21-48-25-52-33)56-40(60)22-50-46(65)41(28(5)6)58-42(61)29(7)53-43(62)37(16-31-19-49-36-12-10-9-11-35(31)36)57-45(64)38(54-30(8)59)17-32-20-47-24-51-32/h9-12,19-21,24-29,34,37-39,41,49H,13-18,22-23H2,1-8H3,(H,47,51)(H,48,52)(H,50,65)(H,53,62)(H,54,59)(H,55,63)(H,56,60)(H,57,64)(H,58,61)/t29-,34-,37-,38-,39-,41-/m0/s1

Standard InChI Key:  BNPBRPSRBCTNQA-CIXMYUOOSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2369388

   2-{2-[2-[2-Acetylamino-3-(3H-imidazol-4-yl)-propionylamino]-3-(1H-indol-3-yl)-propionylamino]-propionylamino}-N-({2-(3H-imidazol-4-yl)-1-[3-methyl-1-(3-methyl-butoxymethyl)-butylcarbamoyl]-ethylcarbamoyl}-methyl)-3-methyl-butyramide

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: 917.13

Molecular Weight (Monoisotopic): 916.5283

AlogP: 1.47

#Rotatable Bonds: 27

Polar Surface Area: 286.08

Molecular Species: NEUTRAL

HBA: 10

HBD: 10

#RO5 Violations: 2

HBA (Lipinski): 20

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.56

CX Basic pKa: 6.84

CX LogP: 0.42

CX LogD: 0.32

Aromatic Rings: 4

Heavy Atoms: 66

QED Weighted: 0.04

Np Likeness Score: -0.22

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