ID: ALA1627935

Max Phase: Preclinical

Molecular Formula: C18H23NO4

Molecular Weight: 317.38

Molecule Type: Small molecule

Representations

Canonical SMILES:  C[C@]12CC[C@@H]3c4ccc(O)c([N+](=O)[O-])c4CC[C@H]3[C@@H]1CC[C@@H]2O

Standard InChI:  InChI=1S/C18H23NO4/c1-18-9-8-11-10-4-6-15(20)17(19(22)23)13(10)3-2-12(11)14(18)5-7-16(18)21/h4,6,11-12,14,16,20-21H,2-3,5,7-9H2,1H3/t11-,12-,14+,16+,18+/m1/s1

Standard InChI Key:  OMZSNIQSXZEIKB-ZHIYBZGJSA-N

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

Properties

Molecular Weight: 317.38

Molecular Weight (Monoisotopic): 317.1627

AlogP: 3.52

#Rotatable Bonds: 1

Polar Surface Area: 83.60

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 7.20

CX Basic pKa:

CX LogP: 3.69

CX LogD: 3.28

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.61

Np Likeness Score: 1.48

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. Phan CM, Liu Y, Kim BM, Mostafa Y, Taylor SD..  (2011)  Inhibition of steroid sulfatase with 4-substituted estrone and estradiol derivatives.,  19  (20): [PMID:21925885] [10.1016/j.bmc.2011.08.046]

3. Bandyopadhyay D, Rivera G, Sanchez JL, Rivera J, Granados JC, Guerrero AM, Chang FM, Dearth RK, Short JD, Banik BK..  (2014)  Bismuth nitrate-induced novel nitration of estradiol: an entry to new anticancer agents.,  82  [PMID:24946145] [10.1016/j.ejmech.2014.06.010]

Source

Source(1):

• Scientific Literature