(2R,Z)-N-(3,5-Dimethoxyphenyl)-2-((4-(hydroxyimino)-1-oxo-1,4-dihydronaphthalen-2-yl)amino)-3-phenylpropanamide

ID: ALA4568628

Chembl Id: CHEMBL4568628

PubChem CID: 141744843

Max Phase: Preclinical

Molecular Formula: C27H25N3O5

Molecular Weight: 471.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(NC(=O)[C@@H](Cc2ccccc2)NC2=C/C(=N/O)c3ccccc3C2=O)cc(OC)c1

Standard InChI:  InChI=1S/C27H25N3O5/c1-34-19-13-18(14-20(15-19)35-2)28-27(32)25(12-17-8-4-3-5-9-17)29-24-16-23(30-33)21-10-6-7-11-22(21)26(24)31/h3-11,13-16,25,29,33H,12H2,1-2H3,(H,28,32)/b30-23-/t25-/m1/s1

Standard InChI Key:  BTNMSAUAXSTYIU-QGCFADIRSA-N

Alternative Forms

1. Parent:

   

   ALA4568628

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 471.51

Molecular Weight (Monoisotopic): 471.1794

AlogP: 3.80

#Rotatable Bonds: 8

Polar Surface Area: 109.25

Molecular Species: ACID

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.70

CX Basic pKa: ┄

CX LogP: 3.60

CX LogD: 1.98

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.34

Np Likeness Score: -0.35

References

1. Huang R, Jing X, Huang X, Pan Y, Fang Y, Liang G, Liao Z, Wang H, Chen Z, Zhang Y..  (2020)  Bifunctional Naphthoquinone Aromatic Amide-Oxime Derivatives Exert Combined Immunotherapeutic and Antitumor Effects through Simultaneous Targeting of Indoleamine-2,3-dioxygenase and Signal Transducer and Activator of Transcription 3.,  63  (4): [PMID:31999451] [10.1021/acs.jmedchem.9b01386]

Source

Source(1):

• Scientific Literature