ID: ALA3125961

Max Phase: Preclinical

Molecular Formula: C17H14N2O3

Molecular Weight: 294.31

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1cccc(C2C(C#N)=C(N)Oc3cc(O)ccc32)c1

Standard InChI:  InChI=1S/C17H14N2O3/c1-21-12-4-2-3-10(7-12)16-13-6-5-11(20)8-15(13)22-17(19)14(16)9-18/h2-8,16,20H,19H2,1H3

Standard InChI Key:  PKWQOVYGKKHKON-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: 294.31

Molecular Weight (Monoisotopic): 294.1004

AlogP: 2.62

#Rotatable Bonds: 2

Polar Surface Area: 88.50

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 8.48

CX Basic pKa: 1.70

CX LogP: 2.57

CX LogD: 2.54

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.89

Np Likeness Score: -0.59

References

1. Mountford SJ, Albiston AL, Charman WN, Ng L, Holien JK, Parker MW, Nicolazzo JA, Thompson PE, Chai SY..  (2014)  Synthesis, structure-activity relationships and brain uptake of a novel series of benzopyran inhibitors of insulin-regulated aminopeptidase.,  57  (4): [PMID:24471437] [10.1021/jm401540f]

2. Semenova MN, Tsyganov DV, Malyshev OR, Ershov OV, Bardasov IN, Semenov RV, Kiselyov AS, Semenov VV..  (2014)  Comparative in vivo evaluation of polyalkoxy substituted 4H-chromenes and oxa-podophyllotoxins as microtubule destabilizing agents in the phenotypic sea urchin embryo assay.,  24  (16): [PMID:24997684] [10.1016/j.bmcl.2014.06.043]

Source

Source(1):

• Scientific Literature