7beta,11alpha-dihydroxyl-3,20-dioxo-30-norlupane-28-oic acid

ID: ALA4744720

PubChem CID: 162648505

Max Phase: Preclinical

Molecular Formula: C29H44O6

Molecular Weight: 488.67

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)[C@@H]1CC[C@]2(C(=O)O)CC[C@]3(C)[C@H](C[C@@H](O)[C@@H]4[C@@]5(C)CCC(=O)C(C)(C)[C@@H]5C[C@H](O)[C@]43C)[C@@H]12

Standard InChI:  InChI=1S/C29H44O6/c1-15(30)16-7-10-29(24(34)35)12-11-27(5)17(22(16)29)13-18(31)23-26(4)9-8-20(32)25(2,3)19(26)14-21(33)28(23,27)6/h16-19,21-23,31,33H,7-14H2,1-6H3,(H,34,35)/t16-,17+,18+,19-,21-,22+,23+,26-,27+,28+,29-/m0/s1

Standard InChI Key:  HYYQTUYJNLYRHP-LWNFOWIOSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4744720

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 488.67

Molecular Weight (Monoisotopic): 488.3138

AlogP: 4.25

#Rotatable Bonds: 2

Polar Surface Area: 111.90

Molecular Species: ACID

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.40

CX Basic pKa: ┄

CX LogP: 3.55

CX LogD: 0.66

Aromatic Rings: ┄

Heavy Atoms: 35

QED Weighted: 0.54

Np Likeness Score: 3.20

References

1. Xu SH,Chen HL,Yang ZL,Lyu LW,Fan Y,Sha M,Zhang J,Xu W,Lin Y.  (2020)  New 30-norlupane derivatives through chemical-microbial semi-synthesis of betulinic acid and their neuroprotective effect.,  30  (17): [PMID:32738992] [10.1016/j.bmcl.2020.127407]

Source

Source(1):

• Scientific Literature