ID: ALA3325723

Max Phase: Preclinical

Molecular Formula: C30H48O4

Molecular Weight: 472.71

Molecule Type: Small molecule

Representations

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

Standard InChI:  InChI=1S/C30H48O4/c1-18(31)19-10-15-30(25(33)34-7)17-16-28(5)20(24(19)30)8-9-22-27(4)13-12-23(32)26(2,3)21(27)11-14-29(22,28)6/h19-24,32H,8-17H2,1-7H3/t19-,20+,21-,22+,23-,24+,27-,28+,29+,30-/m0/s1

Standard InChI Key:  ZHIVKEAQDLRABF-FZFNOLFKSA-N

Molecule Features

Natural Product: Yes

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: 472.71

Molecular Weight (Monoisotopic): 472.3553

AlogP: 6.19

#Rotatable Bonds: 2

Polar Surface Area: 63.60

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa:

CX LogP: 5.67

CX LogD: 5.67

Aromatic Rings: 0

Heavy Atoms: 34

QED Weighted: 0.49

Np Likeness Score: 2.87

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. Heller L, Kahnt M, Loesche A, Grabandt P, Schwarz S, Brandt W, Csuk R..  (2017)  Amino derivatives of platanic acid act as selective and potent inhibitors of butyrylcholinesterase.,  126  [PMID:27936444] [10.1016/j.ejmech.2016.11.056]

3. Kahnt M, Heller L, Grabandt P, Al-Harrasi A, Csuk R..  (2018)  Platanic acid: A new scaffold for the synthesis of cytotoxic agents.,  143  [PMID:29197730] [10.1016/j.ejmech.2017.11.046]

Source

Source(1):

• Scientific Literature