(S)-4-(Benzhydrylamino)-3-(2-(3-guanidinobenzamido)-acetamido)-4-oxobutanoic acid

ID: ALA4169540

Chembl Id: CHEMBL4169540

PubChem CID: 145952828

Max Phase: Preclinical

Molecular Formula: C27H28N6O5

Molecular Weight: 516.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N=C(N)Nc1cccc(C(=O)NCC(=O)N[C@@H](CC(=O)O)C(=O)NC(c2ccccc2)c2ccccc2)c1

Standard InChI:  InChI=1S/C27H28N6O5/c28-27(29)31-20-13-7-12-19(14-20)25(37)30-16-22(34)32-21(15-23(35)36)26(38)33-24(17-8-3-1-4-9-17)18-10-5-2-6-11-18/h1-14,21,24H,15-16H2,(H,30,37)(H,32,34)(H,33,38)(H,35,36)(H4,28,29,31)/t21-/m0/s1

Standard InChI Key:  QKCFDPUKGKJIML-NRFANRHFSA-N

Alternative Forms

1. Parent:

   

   ALA4169540

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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: 516.56

Molecular Weight (Monoisotopic): 516.2121

AlogP: 1.59

#Rotatable Bonds: 11

Polar Surface Area: 186.50

Molecular Species: ZWITTERION

HBA: 5

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 4.05

CX Basic pKa: 9.67

CX LogP: -0.40

CX LogD: -0.40

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.15

Np Likeness Score: -0.73

References

1. Merlino F, Daniele S, La Pietra V, Di Maro S, Di Leva FS, Brancaccio D, Tomassi S, Giuntini S, Cerofolini L, Fragai M, Luchinat C, Reichart F, Cavallini C, Costa B, Piccarducci R, Taliani S, Da Settimo F, Martini C, Kessler H, Novellino E, Marinelli L..  (2018)  Simultaneous Targeting of RGD-Integrins and Dual Murine Double Minute Proteins in Glioblastoma Multiforme.,  61  (11): [PMID:29775303] [10.1021/acs.jmedchem.8b00004]

2. Zhang S, Yan Z, Li Y, Gong Y, Lyu X, Lou J, Zhang D, Meng X, Zhao Y..  (2022)  Structure-Based Discovery of MDM2/4 Dual Inhibitors that Exert Antitumor Activities against MDM4-Overexpressing Cancer Cells.,  65  (8.0): [PMID:35420431] [10.1021/acs.jmedchem.2c00095]

Source

Source(1):

• Scientific Literature