ID: ALA349338

Max Phase: Preclinical

Molecular Formula: C29H22O15

Molecular Weight: 610.48

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(Oc1cc(O)cc2c1C[C@@H](OC(=O)c1cc(O)c(O)c(O)c1)[C@@H](c1cc(O)c(O)c(O)c1)O2)c1cc(O)c(O)c(O)c1

Standard InChI:  InChI=1S/C29H22O15/c30-13-7-21-14(22(8-13)43-28(40)11-3-17(33)25(38)18(34)4-11)9-23(27(42-21)10-1-15(31)24(37)16(32)2-10)44-29(41)12-5-19(35)26(39)20(36)6-12/h1-8,23,27,30-39H,9H2/t23-,27-/m1/s1

Standard InChI Key:  RKUDRJTZBDEGNP-YIXXDRMTSA-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: 610.48

Molecular Weight (Monoisotopic): 610.0959

AlogP: 2.86

#Rotatable Bonds: 5

Polar Surface Area: 264.13

Molecular Species: NEUTRAL

HBA: 15

HBD: 10

#RO5 Violations: 3

HBA (Lipinski): 15

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 7.80

CX Basic pKa:

CX LogP: 4.13

CX LogD: 3.96

Aromatic Rings: 4

Heavy Atoms: 44

QED Weighted: 0.09

Np Likeness Score: 1.23

References

1. Hashimoto F, Kashiwada Y, Nonaka G, Nishioka I, Nohara T, Cosentino L, Lee K.  (1996)  Evaluation of tea polyphenols as anti-HIV agents,  6  (6): [10.1016/0960-894X(96)00095-9]

2. De Bruyn T, van Westen GJ, Ijzerman AP, Stieger B, de Witte P, Augustijns PF, Annaert PP..  (2013)  Structure-based identification of OATP1B1/3 inhibitors.,  83  (6): [PMID:23571415] [10.1124/mol.112.084152]

3. Asada K, Canestrari E, Paroo Z..  (2016)  A druggable target for rescuing microRNA defects.,  26  (20): [PMID:27641467] [10.1016/j.bmcl.2016.09.019]

Source

Source(1):

• Scientific Literature