1-[(S)-2-(3-Cyclohexyl-propionylamino)-3-methyl-butyryl]-piperidine-2-carboxylic acid ((S)-1-{(S)-2-[(1S,2R)-1-((S)-1-carbamoyl-3-methyl-butylcarbamoyl)-2-hydroxy-propylcarbamoyl]-pyrrolidine-1-carbonyl}-pentyl)-amide

ID: ALA2373021

Chembl Id: CHEMBL2373021

PubChem CID: 73347233

Max Phase: Preclinical

Molecular Formula: C41H71N7O8

Molecular Weight: 790.06

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCC[C@H](NC(=O)[C@@H]1CCCCN1C(=O)[C@@H](NC(=O)CCC1CCCCC1)C(C)C)C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)N[C@@H](CC(C)C)C(N)=O)[C@@H](C)O

Standard InChI:  InChI=1S/C41H71N7O8/c1-7-8-17-29(40(55)47-23-14-19-32(47)38(53)46-35(27(6)49)39(54)44-30(36(42)51)24-25(2)3)43-37(52)31-18-12-13-22-48(31)41(56)34(26(4)5)45-33(50)21-20-28-15-10-9-11-16-28/h25-32,34-35,49H,7-24H2,1-6H3,(H2,42,51)(H,43,52)(H,44,54)(H,45,50)(H,46,53)/t27-,29+,30+,31+,32+,34+,35+/m1/s1

Standard InChI Key:  JXMAVBNVCNTIDU-KNOMIANTSA-N

Alternative Forms

1. Parent:

   

   ALA2373021

   deamino-Cha-Val-Pip-Nle-Pro-Thr-Leu-NH2

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: 790.06

Molecular Weight (Monoisotopic): 789.5364

AlogP: 2.42

#Rotatable Bonds: 20

Polar Surface Area: 220.34

Molecular Species: NEUTRAL

HBA: 8

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.78

CX Basic pKa: ┄

CX LogP: 2.41

CX LogD: 2.41

Aromatic Rings: ┄

Heavy Atoms: 56

QED Weighted: 0.11

Np Likeness Score: -0.11

References

1. Hanson GJ, Vuletich JL, Bedell LJ, Bono CP, Howard SC, Welply JK, Woulfe SL, Zacheis ML.  (1996)  Design of MHC class II (DR4) ligands using conformationally restricted imino acids at p3 and p5,  6  (16): [10.1016/0960-894X(96)00348-4]

Source

Source(1):

• Scientific Literature