ID: ALA119515

Max Phase: Preclinical

Molecular Formula: C16H11NO4

Molecular Weight: 281.27

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C1C(=O)N(C(=O)OCc2ccccc2)c2ccccc21

Standard InChI:  InChI=1S/C16H11NO4/c18-14-12-8-4-5-9-13(12)17(15(14)19)16(20)21-10-11-6-2-1-3-7-11/h1-9H,10H2

Standard InChI Key:  YDHPGKMAVWLLPZ-UHFFFAOYSA-N

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

Properties

Molecular Weight: 281.27

Molecular Weight (Monoisotopic): 281.0688

AlogP: 2.55

#Rotatable Bonds: 2

Polar Surface Area: 63.68

Molecular Species:

HBA: 4

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 2.92

CX LogD: 2.92

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.79

Np Likeness Score: -0.27

References

1. Chiyanzu I, Hansell E, Gut J, Rosenthal PJ, McKerrow JH, Chibale K..  (2003)  Synthesis and evaluation of isatins and thiosemicarbazone derivatives against cruzain, falcipain-2 and rhodesain.,  13  (20): [PMID:14505663] [10.1016/s0960-894x(03)00756-x]

2. Iyer RA, Hanna PE.  (1995)  N-(carbobenzyloxy)isatin: A slow binding -keto lactam inhibitor of -chymotrypsin,  5  (1): [10.1016/0960-894X(94)00464-Q]

3. Ettari R, Tamborini L, Angelo IC, Micale N, Pinto A, De Micheli C, Conti P..  (2013)  Inhibition of rhodesain as a novel therapeutic modality for human African trypanosomiasis.,  56  (14): [PMID:23611656] [10.1021/jm301424d]

Source

Source(1):

• Scientific Literature