ID: ALA445764

Max Phase: Preclinical

Molecular Formula: C43H57NO7

Molecular Weight: 699.93

Molecule Type: Small molecule

Representations

Synonyms (1): Nodulisporic Acid B2
Synonyms from Alternative Forms(1):

Canonical SMILES:  C=C(C)[C@H]1Cc2c3c(cc4c5c(n1c24)[C@@]1(C)[C@@H](CC[C@@H]2[C@]1(C)CC[C@]1(O)O[C@H]([C@H](O)[C@H](C)C(=O)O)C[C@@]21C)C5)C1=CC(C)(C)OC(C)(C)[C@H]1[C@@H]3O

Standard InChI:  InChI=1S/C43H57NO7/c1-20(2)28-17-26-31-23(27-18-38(4,5)51-39(6,7)32(27)35(31)46)16-24-25-15-22-11-12-30-40(8,42(22,10)36(25)44(28)33(24)26)13-14-43(49)41(30,9)19-29(50-43)34(45)21(3)37(47)48/h16,18,21-22,28-30,32,34-35,45-46,49H,1,11-15,17,19H2,2-10H3,(H,47,48)/t21-,22-,28+,29-,30+,32+,34+,35+,40-,41-,42+,43-/m0/s1

Standard InChI Key:  NAYPRGXEKUQOLV-RUYREXCISA-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: 699.93

Molecular Weight (Monoisotopic): 699.4135

AlogP: 7.15

#Rotatable Bonds: 4

Polar Surface Area: 121.38

Molecular Species: ACID

HBA: 7

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.33

CX Basic pKa:

CX LogP: 6.18

CX LogD: 3.24

Aromatic Rings: 2

Heavy Atoms: 51

QED Weighted: 0.25

Np Likeness Score: 2.90

References

1. Singh SB, Ondeyka JG, Jayasuriya H, Zink DL, Ha SN, Dahl-Roshak A, Greene J, Kim JA, Smith MM, Shoop W, Tkacz JS..  (2004)  Nodulisporic acids D-F: structure, biological activities, and biogenetic relationships.,  67  (9): [PMID:15387649] [10.1021/np0498455]

Source

Source(1):

• Scientific Literature