ID: ALA2146517

Max Phase: Preclinical

Molecular Formula: C20H18O5

Molecular Weight: 338.36

Molecule Type: Small molecule

Representations

Synonyms (1): Methyl Tanshinonate
Synonyms from Alternative Forms(1):

Canonical SMILES:  COC(=O)[C@@]1(C)CCCc2c1ccc1c2C(=O)C(=O)c2c(C)coc2-1

Standard InChI:  InChI=1S/C20H18O5/c1-10-9-25-18-12-6-7-13-11(15(12)17(22)16(21)14(10)18)5-4-8-20(13,2)19(23)24-3/h6-7,9H,4-5,8H2,1-3H3/t20-/m0/s1

Standard InChI Key:  YFDKIHAZVQFLRC-FQEVSTJZSA-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: 338.36

Molecular Weight (Monoisotopic): 338.1154

AlogP: 3.40

#Rotatable Bonds: 1

Polar Surface Area: 73.58

Molecular Species: NEUTRAL

HBA: 5

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 3.87

CX LogD: 3.87

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.59

Np Likeness Score: 1.98

References

1. Dat NT, Jin X, Lee JH, Lee D, Hong YS, Lee K, Kim YH, Lee JJ..  (2007)  Abietane diterpenes from Salvia miltiorrhiza inhibit the activation of hypoxia-inducible factor-1.,  70  (7): [PMID:17583950] [10.1021/np060482d]

2. Park JY, Kim JH, Kim YM, Jeong HJ, Kim DW, Park KH, Kwon HJ, Park SJ, Lee WS, Ryu YB..  (2012)  Tanshinones as selective and slow-binding inhibitors for SARS-CoV cysteine proteases.,  20  (19): [PMID:22884354] [10.1016/j.bmc.2012.07.038]

3. Woo J, Kim HY, Byun BJ, Chae CH, Lee JY, Ryu SY, Park WK, Cho H, Choi G..  (2014)  Biological evaluation of tanshindiols as EZH2 histone methyltransferase inhibitors.,  24  (11): [PMID:24767850] [10.1016/j.bmcl.2014.04.010]

Source

Source(1):

• Scientific Literature