Ac-D-Phe-Leu-Asp-Ile-Ile-Trp

ID: ALA86814

Chembl Id: CHEMBL86814

PubChem CID: 15297023

Max Phase: Preclinical

Molecular Formula: C44H61N7O10

Molecular Weight: 848.01

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](Cc1ccccc1)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/C44H61N7O10/c1-8-25(5)37(42(58)49-35(44(60)61)21-29-23-45-31-18-14-13-17-30(29)31)51-43(59)38(26(6)9-2)50-41(57)34(22-36(53)54)48-39(55)32(19-24(3)4)47-40(56)33(46-27(7)52)20-28-15-11-10-12-16-28/h10-18,23-26,32-35,37-38,45H,8-9,19-22H2,1-7H3,(H,46,52)(H,47,56)(H,48,55)(H,49,58)(H,50,57)(H,51,59)(H,53,54)(H,60,61)/t25-,26-,32-,33+,34-,35-,37-,38-/m0/s1

Standard InChI Key:  DHRNHNAPGPSYGB-YNIJNJSISA-N

Alternative Forms

1. Parent:

   

   ALA86814

   3-[2-(2-Acetylamino-3-phenyl-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: 848.01

Molecular Weight (Monoisotopic): 847.4480

AlogP: 2.58

#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: 3.25

CX LogD: -2.94

Aromatic Rings: 3

Heavy Atoms: 61

QED Weighted: 0.06

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]

3. Doherty A, Cody W, He J, DePue P, Leonard D, Dunbar J, Hill K, Flynn M, Reynolds E.  (1993)  Design of C-terminal peptide antagonists of endothelin: structure-activity relationships of ET-[1621, D-His16],  3  (4): [10.1016/S0960-894X(01)81215-4]

4. Doherty A, Cody W, He J, DePue P, Leonard D, Dunbar J, Hill K, Flynn M, Reynolds E.  (1993)  Design of C-terminal peptide antagonists of endothelin: structure-activity relationships of ET-[1621, D-His16],  3  (4): [10.1016/S0960-894X(01)81215-4]

Source

Source(1):

• Scientific Literature