ID: ALA404253

Max Phase: Preclinical

Molecular Formula: C20H34O2

Molecular Weight: 306.49

Molecule Type: Small molecule

Representations

Canonical SMILES:  C/C1=C\[C@H](O)C[C@](C)(O)/C=C/[C@H](C(C)C)CC/C(C)=C/CC1

Standard InChI:  InChI=1S/C20H34O2/c1-15(2)18-10-9-16(3)7-6-8-17(4)13-19(21)14-20(5,22)12-11-18/h7,11-13,15,18-19,21-22H,6,8-10,14H2,1-5H3/b12-11+,16-7+,17-13+/t18-,19+,20-/m1/s1

Standard InChI Key:  RIVKDDXPCFBMOV-PTDQARIVSA-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: 306.49

Molecular Weight (Monoisotopic): 306.2559

AlogP: 4.78

#Rotatable Bonds: 1

Polar Surface Area: 40.46

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 4.39

CX LogD: 4.39

Aromatic Rings: 0

Heavy Atoms: 22

QED Weighted: 0.68

Np Likeness Score: 3.33

References

1. El Sayed KA, Laphookhieo S, Yousaf M, Prestridge JA, Shirode AB, Wali VB, Sylvester PW..  (2008)  Semisynthetic and biotransformation studies of (1S,2E,4S,6R,7E,11E)-2,7,11-cembratriene-4,6-diol.,  71  (1): [PMID:18177013] [10.1021/np0704351]

2. Eterović VA, Del Valle-Rodriguez A, Pérez D, Carrasco M, Khanfar MA, El Sayed KA, Ferchmin PA..  (2013)  Protective activity of (1S,2E,4R,6R,7E,11E)-2,7,11-cembratriene-4,6-diol analogues against diisopropylfluorophosphate neurotoxicity: preliminary structure-activity relationship and pharmacophore modeling.,  21  (15): [PMID:23769165] [10.1016/j.bmc.2013.05.018]

3. Hailat MM, Ebrahim HY, Mohyeldin MM, Goda AA, Siddique AB, El Sayed KA..  (2017)  The tobacco cembranoid (1S,2E,4S,7E,11E)-2,7,11-cembratriene-4,6-diol as a novel angiogenesis inhibitory lead for the control of breast malignancies.,  25  (15): [PMID:28583806] [10.1016/j.bmc.2017.05.028]

4. Ebrahim HY,Mohyeldin MM,Hailat MM,El Sayed KA.  (2016)  (1S,2E,4S,7E,11E)-2,7,11-Cembratriene-4,6-diol semisynthetic analogs as novel c-Met inhibitors for the control of c-Met-dependent breast malignancies.,  24  (22.0): [PMID:27681240] [10.1016/j.bmc.2016.09.032]

Source

Source(1):

• Scientific Literature