ID: ALA3290953

Max Phase: Preclinical

Molecular Formula: C48H62N2O3

Molecular Weight: 715.04

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC1(C)[C@@H](OC(=O)/C=C/c2ccccc2)CC[C@]2(C)[C@H]3CC[C@@H]4[C@H]5[C@H](C6C=NN(C(=O)/C=C/c7ccccc7)C6)CC[C@]5(C)CC[C@@]4(C)[C@]3(C)CC[C@@H]12

Standard InChI:  InChI=1S/C48H62N2O3/c1-44(2)38-24-28-48(6)39(46(38,4)27-25-40(44)53-42(52)22-18-34-15-11-8-12-16-34)20-19-37-43-36(23-26-45(43,3)29-30-47(37,48)5)35-31-49-50(32-35)41(51)21-17-33-13-9-7-10-14-33/h7-18,21-22,31,35-40,43H,19-20,23-30,32H2,1-6H3/b21-17+,22-18+/t35?,36-,37+,38-,39+,40-,43+,45+,46-,47+,48+/m0/s1

Standard InChI Key:  ZKBQYFJKJMGYJS-SSOWIUIBSA-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: 715.04

Molecular Weight (Monoisotopic): 714.4760

AlogP: 10.87

#Rotatable Bonds: 6

Polar Surface Area: 58.97

Molecular Species: NEUTRAL

HBA: 4

HBD: 0

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 2

CX Acidic pKa:

CX Basic pKa: 2.07

CX LogP: 10.85

CX LogD: 10.85

Aromatic Rings: 2

Heavy Atoms: 53

QED Weighted: 0.22

Np Likeness Score: 1.59

References

1. Khan MF, Maurya CK, Dev K, Arha D, Rai AK, Tamrakar AK, Maurya R..  (2014)  Design and synthesis of lupeol analogues and their glucose uptake stimulatory effect in L6 skeletal muscle cells.,  24  (12): [PMID:24813738] [10.1016/j.bmcl.2014.04.059]

Source

Source(1):

• Scientific Literature