(S)-2-{(2S,3S)-2-[(S)-2-{[3-(6-Guanidino-hexyl)-5-(5-guanidino-pentyloxy)-1H-indole-2-carbonyl]-amino}-3-(4-hydroxy-phenyl)-propionylamino]-3-methyl-pentanoylamino}-4-methyl-pentanoic acid with di TFA

ID: ALA265064

Chembl Id: CHEMBL265064

PubChem CID: 44274330

Max Phase: Preclinical

Molecular Formula: C45H67F3N10O9

Molecular Weight: 835.06

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(OCCCCCN=C(N)N)cc2c1CCCCCCN=C(N)N)C(=O)N[C@@H](CC(C)C)C(=O)O.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C43H66N10O7.C2HF3O2/c1-5-27(4)36(39(56)52-35(41(58)59)23-26(2)3)53-38(55)34(24-28-14-16-29(54)17-15-28)51-40(57)37-31(13-9-6-7-10-20-48-42(44)45)32-25-30(18-19-33(32)50-37)60-22-12-8-11-21-49-43(46)47;3-2(4,5)1(6)7/h14-19,25-27,34-36,50,54H,5-13,20-24H2,1-4H3,(H,51,57)(H,52,56)(H,53,55)(H,58,59)(H4,44,45,48)(H4,46,47,49);(H,6,7)/t27-,34-,35-,36-;/m0./s1

Standard InChI Key:  RCGFLSZYRYRIBJ-AWAWMKESSA-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: 835.06

Molecular Weight (Monoisotopic): 834.5116

AlogP: 3.56

#Rotatable Bonds: 27

Polar Surface Area: 298.65

Molecular Species: ZWITTERION

HBA: 8

HBD: 10

#RO5 Violations: 2

HBA (Lipinski): 17

HBD (Lipinski): 14

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 4.11

CX Basic pKa: 11.86

CX LogP: 0.88

CX LogD: 0.41

Aromatic Rings: 3

Heavy Atoms: 60

QED Weighted: 0.03

Np Likeness Score: 0.16

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