N-(1-{1-[1-Carboxy-2-(1H-indol-3-yl)-ethylcarbamoyl]-2-methyl-butylcarbamoyl}-2-methyl-butyl)-3-{2-[4-(1H-indol-3-ylmethyl)-2,5-dioxo-imidazolidin-1-yl]-4-methyl-pentanoylamino}-succinamic acid

ID: ALA327528

Chembl Id: CHEMBL327528

Max Phase: Preclinical

Molecular Formula: C45H58N8O10

Molecular Weight: 871.01

Molecule Type: Small molecule

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)N1C(=O)N[C@H](Cc2c[nH]c3ccccc23)C1=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/C45H58N8O10/c1-7-24(5)37(41(58)49-34(44(61)62)19-27-22-47-31-16-12-10-14-29(27)31)52-42(59)38(25(6)8-2)51-39(56)32(20-36(54)55)48-40(57)35(17-23(3)4)53-43(60)33(50-45(53)63)18-26-21-46-30-15-11-9-13-28(26)30/h9-16,21-25,32-35,37-38,46-47H,7-8,17-20H2,1-6H3,(H,48,57)(H,49,58)(H,50,63)(H,51,56)(H,52,59)(H,54,55)(H,61,62)/t24-,25-,32-,33+,34-,35-,37-,38-/m0/s1

Standard InChI Key:  ZNQVHCYOXPJJAI-ZDRDUBIJSA-N

Alternative Forms

1. Parent:

   

   ALA327528

   ---

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: 871.01

Molecular Weight (Monoisotopic): 870.4276

AlogP: 3.36

#Rotatable Bonds: 22

Polar Surface Area: 271.99

Molecular Species: ACID

HBA: 8

HBD: 9

#RO5 Violations: 2

HBA (Lipinski): 18

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.75

CX Basic pKa: ┄

CX LogP: 4.03

CX LogD: -2.21

Aromatic Rings: 4

Heavy Atoms: 63

QED Weighted: 0.05

Np Likeness Score: 0.08

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