ID: ALA1738732

Max Phase: Preclinical

Molecular Formula: C14H13NO3

Molecular Weight: 243.26

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1ccc(OCc2cccnc2)c(C=O)c1

Standard InChI:  InChI=1S/C14H13NO3/c1-17-13-4-5-14(12(7-13)9-16)18-10-11-3-2-6-15-8-11/h2-9H,10H2,1H3

Standard InChI Key:  GXQNKVDAAINMNE-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: 243.26

Molecular Weight (Monoisotopic): 243.0895

AlogP: 2.48

#Rotatable Bonds: 5

Polar Surface Area: 48.42

Molecular Species: NEUTRAL

HBA: 4

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 4.72

CX LogP: 1.88

CX LogD: 1.88

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.76

Np Likeness Score: -0.82

References

1. Metcalf B, Chuang C, Dufu K, Patel MP, Silva-Garcia A, Johnson C, Lu Q, Partridge JR, Patskovska L, Patskovsky Y, Almo SC, Jacobson MP, Hua L, Xu Q, Gwaltney SL, Yee C, Harris J, Morgan BP, James J, Xu D, Hutchaleelaha A, Paulvannan K, Oksenberg D, Li Z..  (2017)  Discovery of GBT440, an Orally Bioavailable R-State Stabilizer of Sickle Cell Hemoglobin.,  8  (3): [PMID:28337324] [10.1021/acsmedchemlett.6b00491]

2. Pagare PP, Ghatge MS, Musayev FN, Deshpande TM, Chen Q, Braxton C, Kim S, Venitz J, Zhang Y, Abdulmalik O, Safo MK..  (2018)  Rational design of pyridyl derivatives of vanillin for the treatment of sickle cell disease.,  26  (9): [PMID:29655608] [10.1016/j.bmc.2018.04.015]

Source

Source(1):

• Scientific Literature