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

ID: ALA317064

Chembl Id: CHEMBL317064

Cas Number: 143037-33-6

PubChem CID: 9897583

Max Phase: Preclinical

Molecular Formula: C46H62N8O10

Molecular Weight: 887.05

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](Cc1c[nH]c2ccccc12)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/C46H62N8O10/c1-8-25(5)39(44(61)52-37(46(63)64)20-29-23-48-33-17-13-11-15-31(29)33)54-45(62)40(26(6)9-2)53-43(60)36(21-38(56)57)51-41(58)34(18-24(3)4)50-42(59)35(49-27(7)55)19-28-22-47-32-16-12-10-14-30(28)32/h10-17,22-26,34-37,39-40,47-48H,8-9,18-21H2,1-7H3,(H,49,55)(H,50,59)(H,51,58)(H,52,61)(H,53,60)(H,54,62)(H,56,57)(H,63,64)/t25-,26-,34-,35+,36-,37-,39-,40-/m0/s1

Standard InChI Key:  ZYNCQGUPXUKGPO-CCAWOAKWSA-N

Alternative Forms

1. Parent:

   

   ALA317064

   (3S)-3-[[(2S)-2-[[(2R)-2-Acetamido-3-(1H-indol-3-yl)propanoyl]amino]-4-methylpentanoyl]amino]-4-[[(2S,3S)-1-[[(2S,3S)-1-[[(1S)-1-carboxy-2-(1H-indol-3-yl)ethyl]amino]-3-methyl-1-oxopentan-2-yl]amino]-3-methyl-1-oxopentan-2-yl]amino]-4-oxobutanoic 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: 887.05

Molecular Weight (Monoisotopic): 886.4589

AlogP: 3.06

#Rotatable Bonds: 24

Polar Surface Area: 280.78

Molecular Species: ACID

HBA: 8

HBD: 10

#RO5 Violations: 2

HBA (Lipinski): 18

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.78

CX Basic pKa: ┄

CX LogP: 3.34

CX LogD: -2.84

Aromatic Rings: 4

Heavy Atoms: 64

QED Weighted: 0.05

Np Likeness Score: 0.10

References

1. Yahalom D, Rahimipour S, Koch Y, Ben-Aroya N, Fridkin M..  (2000)  Structure-activity studies of reduced-size gonadotropin-releasing hormone agonists derived from the sequence of an endothelin antagonist.,  43  (15): [PMID:10956190] [10.1021/jm990432o]

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