ID: ALA32712

Max Phase: Preclinical

Molecular Formula: C23H29NaO7

Molecular Weight: 418.49

Molecule Type: Small molecule

Representations

Canonical SMILES:  C[C@@H]1CCC2C(C)(C)[C@H](O)[C@H](O)C[C@]2(C)[C@@]12Cc1c(O)cc(C(=O)[O-])c(C=O)c1O2.[Na+]

Standard InChI:  InChI=1S/C23H30O7.Na/c1-11-5-6-17-21(2,3)19(27)16(26)9-22(17,4)23(11)8-13-15(25)7-12(20(28)29)14(10-24)18(13)30-23;/h7,10-11,16-17,19,25-27H,5-6,8-9H2,1-4H3,(H,28,29);/q;+1/p-1/t11-,16-,17?,19-,22+,23-;/m1./s1

Standard InChI Key:  FKIBNJKXUZPWHY-GVJFPPMBSA-M

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: 418.49

Molecular Weight (Monoisotopic): 418.1992

AlogP: 2.78

#Rotatable Bonds: 2

Polar Surface Area: 124.29

Molecular Species: ACID

HBA: 6

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 3.88

CX Basic pKa:

CX LogP: 2.75

CX LogD: -0.69

Aromatic Rings: 1

Heavy Atoms: 30

QED Weighted: 0.54

Np Likeness Score: 2.70

References

1. Kaufman TS, Srivastava RP, Sindelar RD, Scesney SM, Marsh HC..  (1995)  Design, synthesis, and evaluation of A/C/D-ring analogs of the fungal metabolite K-76 as potential complement inhibitors.,  38  (9): [PMID:7739002] [10.1021/jm00009a004]

2. Srivastava RP, Xiaoyan Zhu, Walker LA, Sindelar RD.  (1995)  Design, synthesis and evaluation of C/D-ring analogs of the fungal metabolite K-76 as potential complement inhibitors,  5  (15): [10.1016/0960-894X(95)00267-W]

3. Srivastava RP, Zhu X, Walker LA, Sindelar RD.  (1995)  Further structure-activity-relationship studies on A/C/D-ring analogs of complement inhibitor K-76,  5  (20): [10.1016/0960-894X(95)00423-Q]

4. Kaufman TS, Srivastava RP, Sindelar RD, Scesney SM, Marsh HC.  (1995)  The design, synthesis and evaluation of A,C,D-ring analogs of the fungal metabolite K-76 as complement inhibitors: a potential probe for the absolute stereochemistry at position 2,  5  (5): [10.1016/0960-894X(95)00061-W]

5. Useglio M, Castellano PM, Operto MA, Torres R, Kaufman TS..  (2006)  Synthesis of 3H-spiro[benzofuran-2,1'-cyclohexane] derivatives from naturally occurring filifolinol and their classical complement pathway inhibitory activity.,  16  (19): [PMID:16875818] [10.1016/j.bmcl.2006.07.029]

Source

Source(1):

• Scientific Literature