ID: ALA254613

Max Phase: Preclinical

Molecular Formula: C16H14O4

Molecular Weight: 270.28

Molecule Type: Small molecule

Representations

Synonyms (1): Pinostrombin
Synonyms from Alternative Forms(1):

Canonical SMILES:  COc1cc(O)c2c(c1)O[C@H](c1ccccc1)CC2=O

Standard InChI:  InChI=1S/C16H14O4/c1-19-11-7-12(17)16-13(18)9-14(20-15(16)8-11)10-5-3-2-4-6-10/h2-8,14,17H,9H2,1H3/t14-/m0/s1

Standard InChI Key:  ORJDDOBAOGKRJV-AWEZNQCLSA-N

Molecule Features

Natural Product: Yes

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: 270.28

Molecular Weight (Monoisotopic): 270.0892

AlogP: 3.11

#Rotatable Bonds: 2

Polar Surface Area: 55.76

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 8.69

CX Basic pKa:

CX LogP: 3.28

CX LogD: 3.26

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.91

Np Likeness Score: 1.33

References

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8. Yenjai C, Wanich S..  (2010)  Cytotoxicity against KB and NCI-H187 cell lines of modified flavonoids from Kaempferia parviflora.,  20  (9): [PMID:20362442] [10.1016/j.bmcl.2010.03.054]

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12. Ramirez-Galicia G, Martinez-Pacheco H, Garduno-Juarez R, Deeb O.  (2012)  Exploring QSAR of antiamoebic agents of isolated natural products by MLR, ANN, and RTO,  21  (9): [10.1007/s00044-011-9767-1]

13. Lee C, Lee JW, Jin Q, Jang DS, Lee SJ, Lee D, Hong JT, Kim Y, Lee MK, Hwang BY..  (2013)  Inhibitory constituents of the heartwood of Dalbergia odorifera on nitric oxide production in RAW 264.7 macrophages.,  23  (14): [PMID:23743282] [10.1016/j.bmcl.2013.04.032]

14. Kumar G, Kiran Tudu A..  (2023)  Tackling multidrug-resistant Staphylococcus aureus by natural products and their analogues acting as NorA efflux pump inhibitors.,  80  [PMID:36731248] [10.1016/j.bmc.2023.117187]

Source

Source(1):

• Scientific Literature