3-[2-(3-hydroxyphenyl)-1-methylpropyl]phenol (meso form)

ID: ALA279151

Chembl Id: CHEMBL279151

Cas Number: 68266-23-9

PubChem CID: 326250

Max Phase: Preclinical

Molecular Formula: C16H18O2

Molecular Weight: 242.32

Molecule Type: Small molecule

Names and Identifiers

Synonyms: NSC-297169 | 3-[3-(3-hydroxyphenyl)butan-2-yl]phenol|68266-23-9|NSC-297169|CHEMBL279151|SCHEMBL11619117|DTXSID80315760|NSC297169

Canonical SMILES:  CC(c1cccc(O)c1)C(C)c1cccc(O)c1

Standard InChI:  InChI=1S/C16H18O2/c1-11(13-5-3-7-15(17)9-13)12(2)14-6-4-8-16(18)10-14/h3-12,17-18H,1-2H3

Standard InChI Key:  NVDZTIMKHYWAEW-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA279151

   3-[3-(3-Hydroxyphenyl)butan-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: 242.32

Molecular Weight (Monoisotopic): 242.1307

AlogP: 4.01

#Rotatable Bonds: 3

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: 9.77

CX Basic pKa: ┄

CX LogP: 4.48

CX LogD: 4.47

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.85

Np Likeness Score: 0.25

References

1. Hartmann RW, Buchborn H, Kranzfelder G, Schönenberger H, Bogden A..  (1981)  Potential antiestrogens. Synthesis and evaluation of mammary tumor inhibiting activity of 1,2-dialkyl-1,2-bis(3'-hydroxyphenyl)ethanes.,  24  (10): [PMID:6276542] [10.1021/jm00142a014]

2. Hartmann RW, Heindl A, Schwarz W, Schönenberger H..  (1984)  Ring-substituted 1,2-dialkylated 1,2-bis(hydroxyphenyl)ethanes. 3. Synthesis, estrogen receptor binding affinity, and evaluation of antiestrogenic and mammary tumor inhibiting activity of 2,2'-disubstituted butestrols and 6,6'-disubstituted metabutestrols.,  27  (7): [PMID:6330356] [10.1021/jm00373a001]

3. Elam C, Lape M, Deye J, Zultowsky J, Stanton DT, Paula S..  (2011)  Discovery of novel SERCA inhibitors by virtual screening of a large compound library.,  46  (5): [PMID:21353727] [10.1016/j.ejmech.2011.01.069]

4. Wang Y, Hess TN, Jones V, Zhou JZ, McNeil MR, Andrew McCammon J..  (2011)  Novel inhibitors of Mycobacterium tuberculosis dTDP-6-deoxy-L-lyxo-4-hexulose reductase (RmlD) identified by virtual screening.,  21  (23): [PMID:22014548] [10.1016/j.bmcl.2011.09.094]

Source

Source(1):

• Scientific Literature