2-{2-[2-[2-[2-(2-Amino-3-methyl-pentanoylamino)-3-methyl-pentanoylamino]-3-(1H-indol-3-yl)-propionylamino]-3-(1H-indol-3-yl)-propionylamino]-4-methyl-pentanoylamino}-succinic acid

ID: ALA2370251

Chembl Id: CHEMBL2370251

PubChem CID: 10629368

Max Phase: Preclinical

Molecular Formula: C44H60N8O9

Molecular Weight: 845.01

Molecule Type: Protein

Names and Identifiers

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

Standard InChI:  InChI=1S/C44H60N8O9/c1-7-24(5)37(45)42(58)52-38(25(6)8-2)43(59)50-34(19-27-22-47-31-16-12-10-14-29(27)31)41(57)49-33(18-26-21-46-30-15-11-9-13-28(26)30)40(56)48-32(17-23(3)4)39(55)51-35(44(60)61)20-36(53)54/h9-16,21-25,32-35,37-38,46-47H,7-8,17-20,45H2,1-6H3,(H,48,56)(H,49,57)(H,50,59)(H,51,55)(H,52,58)(H,53,54)(H,60,61)/t24-,25-,32-,33+,34-,35-,37-,38-/m0/s1

Standard InChI Key:  RAKVETVMTFFUDT-ZDRDUBIJSA-N

Alternative Forms

1. Parent:

   

   ALA2370251

   Ile-Ile-Trp-D-Trp-Leu-Asp

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: 845.01

Molecular Weight (Monoisotopic): 844.4483

AlogP: 2.88

#Rotatable Bonds: 23

Polar Surface Area: 277.70

Molecular Species: ACID

HBA: 8

HBD: 10

#RO5 Violations: 2

HBA (Lipinski): 17

HBD (Lipinski): 11

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.68

CX Basic pKa: 8.21

CX LogP: 1.16

CX LogD: -1.04

Aromatic Rings: 4

Heavy Atoms: 61

QED Weighted: 0.05

Np Likeness Score: 0.15

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]

Source

Source(1):

• Scientific Literature