2-Amino-pentanedioic acid 5-amide 1-({1-[1-({[1-(1-carbamoyl-3-methylsulfanyl-propylcarbamoyl)-3-methyl-butylcarbamoyl]-methyl}-carbamoyl)-2-phenyl-ethylcarbamoyl]-2-phenyl-ethyl}-amide)

ID: ALA2372339

PubChem CID: 73356290

Max Phase: Preclinical

Molecular Formula: C36H52N8O7S

Molecular Weight: 740.93

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  CSCC[C@@H](NC(=O)[C@H](CC(C)C)NC(=O)CNC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@@H](N)CCC(N)=O)C(N)=O

Standard InChI:  InChI=1S/C36H52N8O7S/c1-22(2)18-27(35(50)42-26(32(39)47)16-17-52-3)41-31(46)21-40-34(49)28(19-23-10-6-4-7-11-23)44-36(51)29(20-24-12-8-5-9-13-24)43-33(48)25(37)14-15-30(38)45/h4-13,22,25-29H,14-21,37H2,1-3H3,(H2,38,45)(H2,39,47)(H,40,49)(H,41,46)(H,42,50)(H,43,48)(H,44,51)/t25-,26+,27-,28-,29-/m0/s1

Standard InChI Key:  JRJICHIAKDIPMB-YFXPIYGVSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2372339

   H-Gln-Phe-Phe-Gly-Leu-D-Met-NH2

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: 740.93

Molecular Weight (Monoisotopic): 740.3680

AlogP: -0.60

#Rotatable Bonds: 23

Polar Surface Area: 257.70

Molecular Species: NEUTRAL

HBA: 9

HBD: 8

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 11

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.76

CX Basic pKa: 7.92

CX LogP: -0.58

CX LogD: -1.22

Aromatic Rings: 2

Heavy Atoms: 52

QED Weighted: 0.07

Np Likeness Score: -0.24

References

1. Jacobson KA, Lipkowski AW, Moody TW, Padgett W, Pijl E, Kirk KL, Daly JW..  (1987)  Binary drugs: conjugates of purines and a peptide that bind to both adenosine and substance P receptors.,  30  (8): [PMID:2441057] [10.1021/jm00391a046]

Source

Source(1):

• Scientific Literature