4-[(1S,2R)-1-ethyl-2-(4-hydroxyphenyl)propyl]phenol

ID: ALA25168

Chembl Id: CHEMBL25168

PubChem CID: 44274686

Max Phase: Preclinical

Molecular Formula: C17H20O2

Molecular Weight: 256.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@H](c1ccc(O)cc1)[C@@H](C)c1ccc(O)cc1

Standard InChI:  InChI=1S/C17H20O2/c1-3-17(14-6-10-16(19)11-7-14)12(2)13-4-8-15(18)9-5-13/h4-12,17-19H,3H2,1-2H3/t12-,17-/m0/s1

Standard InChI Key:  PYYFTORPKDTZJF-SJCJKPOMSA-N

Alternative Forms

1. Parent:

   

   ALA25168

   4-[(2R,3S)-3-(4-hydroxyphenyl)pentan-2-yl]phenol

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

Calculated Properties

Molecular Weight: 256.35

Molecular Weight (Monoisotopic): 256.1463

AlogP: 4.40

#Rotatable Bonds: 4

Polar Surface Area: 40.46

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.93

CX Basic pKa: ┄

CX LogP: 4.92

CX LogD: 4.92

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.85

Np Likeness Score: 0.23

References

1. Landvatter SW, Katzenellenbogen JA..  (1982)  Nonsteroidal estrogens: synthesis and estrogen receptor binding affinity of derivatives of (3R*,4S*)-3,4-bis(4-hydroxyphenyl)hexane (hexestrol) and (2R*,3S*)-2,3-bis(4-hydroxyphenyl)pentane (norhexestrol) functionalized on the side chain.,  25  (11): [PMID:6292423] [10.1021/jm00353a006]

2. Spradau TW, Katzenellenbogen JA..  (1998)  Ligands for the estrogen receptor, containing cyclopentadienyltricarbonylrhenium units.,  8  (22): [PMID:9873709] [10.1016/s0960-894x(98)00592-7]

Source

Source(1):

• Scientific Literature