ID: ALA3325866

Max Phase: Preclinical

Molecular Formula: C31H51NO6S

Molecular Weight: 565.82

Molecule Type: Small molecule

Representations

Canonical SMILES:  COC(=O)[C@]12CCC(C)(C)C[C@H]1C1=CC[C@@H]3[C@@]4(C)C[C@@H](OS(N)(=O)=O)[C@H](O)C(C)(C)[C@@H]4CC[C@@]3(C)[C@]1(C)CC2

Standard InChI:  InChI=1S/C31H51NO6S/c1-26(2)13-15-31(25(34)37-8)16-14-29(6)19(20(31)17-26)9-10-23-28(5)18-21(38-39(32,35)36)24(33)27(3,4)22(28)11-12-30(23,29)7/h9,20-24,33H,10-18H2,1-8H3,(H2,32,35,36)/t20-,21+,22-,23+,24-,28-,29+,30+,31-/m0/s1

Standard InChI Key:  MENMEXOXMYADPY-SUXCAEKLSA-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: 565.82

Molecular Weight (Monoisotopic): 565.3437

AlogP: 5.52

#Rotatable Bonds: 3

Polar Surface Area: 115.92

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.93

CX Basic pKa:

CX LogP: 5.15

CX LogD: 5.15

Aromatic Rings: 0

Heavy Atoms: 39

QED Weighted: 0.34

Np Likeness Score: 2.72

References

1. Schwarz S, Sommerwerk S, Lucas SD, Heller L, Csuk R..  (2014)  Sulfamates of methyl triterpenoates are effective and competitive inhibitors of carbonic anhydrase II.,  86  [PMID:25147151] [10.1016/j.ejmech.2014.08.051]

2. Schwarz S, Loesche A, Lucas SD, Sommerwerk S, Serbian I, Siewert B, Pianowski E, Csuk R..  (2015)  Converting maslinic acid into an effective inhibitor of acylcholinesterases.,  103  [PMID:26383128] [10.1016/j.ejmech.2015.09.007]

3. Salvador JAR, Leal AS, Valdeira AS, Gonçalves BMF, Alho DPS, Figueiredo SAC, Silvestre SM, Mendes VIS..  (2017)  Oleanane-, ursane-, and quinone methide friedelane-type triterpenoid derivatives: Recent advances in cancer treatment.,  142  [PMID:28754470] [10.1016/j.ejmech.2017.07.013]

Source

Source(1):

• Scientific Literature