(7S)-(+)-3-(2-Furanyl)-acrylic acid 8,8-dimethyl-2-oxo-6,7-dihydro-2H,8H-pyrano[3,2-g]chromen-7-yl-ester

ID: ALA1631706

Chembl Id: CHEMBL1631706

PubChem CID: 50908347

Max Phase: Preclinical

Molecular Formula: C21H18O6

Molecular Weight: 366.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)Oc2cc3oc(=O)ccc3cc2C[C@@H]1OC(=O)/C=C/c1ccco1

Standard InChI:  InChI=1S/C21H18O6/c1-21(2)18(26-20(23)8-6-15-4-3-9-24-15)11-14-10-13-5-7-19(22)25-16(13)12-17(14)27-21/h3-10,12,18H,11H2,1-2H3/b8-6+/t18-/m0/s1

Standard InChI Key:  AUIHPJIGBDPOCO-IWHGQQBYSA-N

Alternative Forms

1. Parent:

   

   ALA1631706

   [(3S)-2,2-dimethyl-8-oxo-3,4-dihydropyrano[3,2-g]chromen-3-yl] (E)-3-(furan-2-yl)prop-2-enoate

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: 366.37

Molecular Weight (Monoisotopic): 366.1103

AlogP: 3.72

#Rotatable Bonds: 3

Polar Surface Area: 78.88

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.83

CX LogD: 3.83

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.40

Np Likeness Score: 1.44

References

1. Lee K, Lee JH, Boovanahalli SK, Choi Y, Choo SJ, Yoo ID, Kim DH, Yun MY, Lee GW, Song GY..  (2010)  Synthesis of (S)-(+)-decursin and its analogues as potent inhibitors of melanin formation in B16 murine melanoma cells.,  45  (12): [PMID:20884093] [10.1016/j.ejmech.2010.09.006]

2. Lee S, Kim DG, Kim K, Kim T, Lim S, Kong H, Kim S, Suh YG..  (2020)  2-Aminophenylpyrimidines as Novel Inhibitors of Aminoacyl-tRNA Synthetase Interacting Multifunctional Protein 2 (AIMP2)-DX2 for Lung Cancer Treatment.,  63  (8): [PMID:32208684] [10.1021/acs.jmedchem.9b01765]

Source

Source(1):

• Scientific Literature