(S)-2-{(2S,3S)-2-[(S)-2-{[3-(6-Guanidino-hexyl)-7-(5-guanidino-pentyloxy)-1H-indole-2-carbonyl]-amino}-3-(1H-indol-3-yl)-propionylamino]-3-methyl-pentanoylamino}-4-methyl-pentanoic acid with di TFA

ID: ALA21892

Chembl Id: CHEMBL21892

PubChem CID: 44274486

Max Phase: Preclinical

Molecular Formula: C47H68F3N11O8

Molecular Weight: 858.10

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@H](C)[C@H](NC(=O)[C@H](Cc1c[nH]c2ccccc12)NC(=O)c1[nH]c2c(OCCCCCN=C(N)N)cccc2c1CCCCCCN=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/C45H67N11O6.C2HF3O2/c1-5-28(4)37(41(58)54-35(43(60)61)24-27(2)3)56-40(57)34(25-29-26-52-33-19-11-10-16-30(29)33)53-42(59)39-32(17-9-6-7-12-21-50-44(46)47)31-18-15-20-36(38(31)55-39)62-23-14-8-13-22-51-45(48)49;3-2(4,5)1(6)7/h10-11,15-16,18-20,26-28,34-35,37,52,55H,5-9,12-14,17,21-25H2,1-4H3,(H,53,59)(H,54,58)(H,56,57)(H,60,61)(H4,46,47,50)(H4,48,49,51);(H,6,7)/t28-,34-,35-,37-;/m0./s1

Standard InChI Key:  NQHNXHWDSCZUAP-SMAFADSGSA-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: 858.10

Molecular Weight (Monoisotopic): 857.5276

AlogP: 4.34

#Rotatable Bonds: 27

Polar Surface Area: 294.21

Molecular Species: ZWITTERION

HBA: 7

HBD: 10

#RO5 Violations: 2

HBA (Lipinski): 17

HBD (Lipinski): 14

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 4.08

CX Basic pKa: 11.79

CX LogP: 2.69

CX LogD: 0.82

Aromatic Rings: 4

Heavy Atoms: 62

QED Weighted: 0.02

Np Likeness Score: 0.14

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