Ac-D-2-Nal-Leu-Asp-Ile-Ile-Trp

ID: ALA315047

Chembl Id: CHEMBL315047

PubChem CID: 15297025

Max Phase: Preclinical

Molecular Formula: C48H63N7O10

Molecular Weight: 898.07

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  CC[C@H](C)[C@H](NC(=O)[C@H](CC(=O)O)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](Cc1ccc2ccccc2c1)NC(C)=O)C(=O)N[C@H](C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)O)[C@@H](C)CC

Standard InChI:  InChI=1S/C48H63N7O10/c1-8-27(5)41(46(62)53-39(48(64)65)23-33-25-49-35-17-13-12-16-34(33)35)55-47(63)42(28(6)9-2)54-45(61)38(24-40(57)58)52-43(59)36(20-26(3)4)51-44(60)37(50-29(7)56)22-30-18-19-31-14-10-11-15-32(31)21-30/h10-19,21,25-28,36-39,41-42,49H,8-9,20,22-24H2,1-7H3,(H,50,56)(H,51,60)(H,52,59)(H,53,62)(H,54,61)(H,55,63)(H,57,58)(H,64,65)/t27-,28-,36-,37+,38-,39-,41-,42-/m0/s1

Standard InChI Key:  JSGRPPGXQMIRRM-MKZJQENTSA-N

Alternative Forms

1. Parent:

   

   ALA315047

   3-[2-(2-Acetylamino-3-naphthalen-2-yl-propionylamino)-4-methyl-pentanoylamino]-N-(1-{1-[1-carboxy-2-(1H-indol-3-yl)-ethylcarbamoyl]-2-methyl-butylcarbamoyl}-2-methyl-butyl)-succinamic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Protein

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 898.07

Molecular Weight (Monoisotopic): 897.4636

AlogP: 3.73

#Rotatable Bonds: 24

Polar Surface Area: 264.99

Molecular Species: ACID

HBA: 8

HBD: 9

#RO5 Violations: 2

HBA (Lipinski): 17

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.78

CX Basic pKa: ┄

CX LogP: 4.23

CX LogD: -1.95

Aromatic Rings: 4

Heavy Atoms: 65

QED Weighted: 0.05

Np Likeness Score: 0.09

References

1. Doherty AM, Cody WL, DePue PL, He JX, Waite LA, Leonard DM, Leitz NL, Dudley DT, Rapundalo ST, Hingorani GP..  (1993)  Structure-activity relationships of C-terminal endothelin hexapeptide antagonists.,  36  (18): [PMID:8410970] [10.1021/jm00070a001]

2. Cody WL, Doherty AM, He JX, DePue PL, Rapundalo ST, Hingorani GA, Major TC, Panek RL, Dudley DT, Haleen SJ..  (1992)  Design of a functional hexapeptide antagonist of endothelin.,  35  (17): [PMID:1324321] [10.1021/jm00095a029]

Source

Source(1):

• Scientific Literature