(S)-2-{(2S,3S)-2-[(S)-2-{[5-(7-Amino-heptyloxy)-3-(8-amino-octyl)-1H-indole-2-carbonyl]-amino}-3-(4-hydroxy-phenyl)-propionylamino]-3-methyl-pentanoylamino}-4-methyl-pentanoic acid TFA

ID: ALA25222

Chembl Id: CHEMBL25222

PubChem CID: 44457731

Max Phase: Preclinical

Molecular Formula: C47H71F3N6O9

Molecular Weight: 807.09

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@H](C)[C@H](NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)c1[nH]c2ccc(OCCCCCCCN)cc2c1CCCCCCCCN)C(=O)N[C@@H](CC(C)C)C(=O)O.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C45H70N6O7.C2HF3O2/c1-5-31(4)40(43(54)50-39(45(56)57)27-30(2)3)51-42(53)38(28-32-18-20-33(52)21-19-32)49-44(55)41-35(17-13-9-6-7-10-14-24-46)36-29-34(22-23-37(36)48-41)58-26-16-12-8-11-15-25-47;3-2(4,5)1(6)7/h18-23,29-31,38-40,48,52H,5-17,24-28,46-47H2,1-4H3,(H,49,55)(H,50,54)(H,51,53)(H,56,57);(H,6,7)/t31-,38-,39-,40-;/m0./s1

Standard InChI Key:  YAXRJXFJUZRMCV-IYRHYTKESA-N

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: 807.09

Molecular Weight (Monoisotopic): 806.5306

AlogP: 6.49

#Rotatable Bonds: 29

Polar Surface Area: 221.89

Molecular Species: ZWITTERION

HBA: 8

HBD: 8

#RO5 Violations: 3

HBA (Lipinski): 13

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 4

CX Acidic pKa: 4.11

CX Basic pKa: 10.54

CX LogP: 3.83

CX LogD: 2.36

Aromatic Rings: 3

Heavy Atoms: 58

QED Weighted: 0.04

Np Likeness Score: 0.05

References

1. Dood DS, Kozikowski AP, Cusack B, Richelson E.  (1994)  Synthesis of partially non-peptidic neurotensin mimetics,  4  (10): [10.1016/S0960-894X(01)80338-3]

Source

Source(1):

• Scientific Literature