ID: ALA465243

Max Phase: Preclinical

Molecular Formula: C30H52N2O2

Molecular Weight: 472.76

Molecule Type: Small molecule

Representations

Canonical SMILES:  C[C@@H](N)[C@@H](O)C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCCCC[C@H](O)[C@@H](C)N

Standard InChI:  InChI=1S/C30H52N2O2/c1-27(31)29(33)25-23-21-19-17-15-13-11-9-7-5-3-4-6-8-10-12-14-16-18-20-22-24-26-30(34)28(2)32/h3,5-6,8-9,11-12,14-15,17,21,23,27-30,33-34H,4,7,10,13,16,18-20,22,24-26,31-32H2,1-2H3/b5-3-,8-6-,11-9-,14-12-,17-15-,23-21-/t27-,28-,29+,30+/m1/s1

Standard InChI Key:  CXFKWMQQNSTRAS-WGELTRNKSA-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: 472.76

Molecular Weight (Monoisotopic): 472.4029

AlogP: 6.42

#Rotatable Bonds: 21

Polar Surface Area: 92.50

Molecular Species: BASE

HBA: 4

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa:

CX Basic pKa: 10.13

CX LogP: 6.34

CX LogD: 1.67

Aromatic Rings: 0

Heavy Atoms: 34

QED Weighted: 0.11

Np Likeness Score: 1.29

References

1. Tsukamoto S, Takeuchi T, Rotinsulu H, Mangindaan RE, van Soest RW, Ukai K, Kobayashi H, Namikoshi M, Ohta T, Yokosawa H..  (2008)  Leucettamol A: a new inhibitor of Ubc13-Uev1A interaction isolated from a marine sponge, Leucetta aff. microrhaphis.,  18  (24): [PMID:19006668] [10.1016/j.bmcl.2008.10.110]

2. Ushiyama S, Umaoka H, Kato H, Suwa Y, Morioka H, Rotinsulu H, Losung F, Mangindaan RE, de Voogd NJ, Yokosawa H, Tsukamoto S..  (2012)  Manadosterols A and B, sulfonated sterol dimers inhibiting the Ubc13-Uev1A interaction, isolated from the marine sponge Lissodendryx fibrosa.,  75  (8): [PMID:22873794] [10.1021/np300352u]

Source

Source(1):

• Scientific Literature