ID: ALA389704

Max Phase: Preclinical

Molecular Formula: C18H22O3

Molecular Weight: 286.37

Molecule Type: Small molecule

Representations

Canonical SMILES:  C[C@]12CC[C@@H]3c4ccc(O)cc4C(=O)C[C@H]3[C@@H]1CC[C@@H]2O

Standard InChI:  InChI=1S/C18H22O3/c1-18-7-6-12-11-3-2-10(19)8-14(11)16(20)9-13(12)15(18)4-5-17(18)21/h2-3,8,12-13,15,17,19,21H,4-7,9H2,1H3/t12-,13-,15+,17+,18+/m1/s1

Standard InChI Key:  ZHTDDOWJIRXOMA-YVEZLPLXSA-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: 286.37

Molecular Weight (Monoisotopic): 286.1569

AlogP: 3.25

#Rotatable Bonds: 0

Polar Surface Area: 57.53

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 8.88

CX Basic pKa:

CX LogP: 2.60

CX LogD: 2.59

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.77

Np Likeness Score: 2.34

References

1. Wiese TE, Polin LA, Palomino E, Brooks SC..  (1997)  Induction of the estrogen specific mitogenic response of MCF-7 cells by selected analogues of estradiol-17 beta: a 3D QSAR study.,  40  (22): [PMID:9357533] [10.1021/jm9703294]

2. Cadot C, Laplante Y, Kamal F, Luu-The V, Poirier D..  (2007)  C6-(N,N-butyl-methyl-heptanamide) derivatives of estrone and estradiol as inhibitors of type 1 17beta-hydroxysteroid dehydrogenase: Chemical synthesis and biological evaluation.,  15  (2): [PMID:17110114] [10.1016/j.bmc.2006.10.055]

3. PubChem BioAssay data set, 

4. PubChem BioAssay data set, 

5. Clark ER, Omar AM, Prestwich G..  (1977)  Potential steroidal antiestrogens.,  20  (8): [PMID:894681] [10.1021/jm00218a022]

6. Poirier D, Roy J, Cortés-Benítez F, Dutour R..  (2016)  Targeting cytochrome P450 (CYP) 1B1 with steroid derivatives.,  26  (21): [PMID:27687674] [10.1016/j.bmcl.2016.09.046]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays