(S)-2-{(2S,3S)-2-[(S)-2-{[3-(7-Amino-heptyl)-7-(6-amino-hexyloxy)-1H-indole-2-carbonyl]-amino}-3-(4-hydroxy-phenyl)-propionylamino]-3-methyl-pentanoylamino}-4-methyl-pentanoic acid TFA

ID: ALA281143

Chembl Id: CHEMBL281143

PubChem CID: 44457727

Max Phase: Preclinical

Molecular Formula: C45H67F3N6O9

Molecular Weight: 779.04

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]c2c(OCCCCCCN)cccc2c1CCCCCCCN)C(=O)N[C@@H](CC(C)C)C(=O)O.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C43H66N6O7.C2HF3O2/c1-5-29(4)37(41(52)47-35(43(54)55)26-28(2)3)49-40(51)34(27-30-19-21-31(50)22-20-30)46-42(53)39-33(16-11-7-6-8-12-23-44)32-17-15-18-36(38(32)48-39)56-25-14-10-9-13-24-45;3-2(4,5)1(6)7/h15,17-22,28-29,34-35,37,48,50H,5-14,16,23-27,44-45H2,1-4H3,(H,46,53)(H,47,52)(H,49,51)(H,54,55);(H,6,7)/t29-,34-,35-,37-;/m0./s1

Standard InChI Key:  XTKSUSLMXWXWKS-LXFXMIEFSA-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: 779.04

Molecular Weight (Monoisotopic): 778.4993

AlogP: 5.71

#Rotatable Bonds: 27

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: 2.94

CX LogD: 1.47

Aromatic Rings: 3

Heavy Atoms: 56

QED Weighted: 0.04

Np Likeness Score: 0.12

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