1-Deoxy-nodulisporic Acid derivative

ID: ALA433405

Chembl Id: CHEMBL433405

PubChem CID: 11802930

Max Phase: Preclinical

Molecular Formula: C43H55NO8

Molecular Weight: 713.91

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Nodulisporic Acid A2 | Nodulisporic Acid A2|CHEMBL433405|CHEBI:202016|3-[(3S,4S,7S,9S,11S,12R,15S,26R,27S,31S)-7,27-dihydroxy-3,4,11,23,23,25,25-heptamethyl-30-oxo-31-prop-1-en-2-yl-8,24-dioxa-1-azanonacyclo[16.13.1.02,17.03,15.04,12.07,11.020,28.021,26.029,32]dotriaconta-2(17),18,20(28),21,29(32)-pentaen-9-yl]-3-hydroxy-2-methylpropanoic acid

Canonical SMILES:  C=C(C)[C@H]1C(=O)c2c3c(cc4c5c(n1c24)[C@@]1(C)[C@@H](CC[C@@H]2[C@]1(C)CC[C@]1(O)O[C@H](C(O)C(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/C43H55NO8/c1-19(2)31-35(47)29-28-22(25-17-38(4,5)52-39(6,7)30(25)34(28)46)16-23-24-15-21-11-12-27-40(8,42(21,10)36(24)44(31)32(23)29)13-14-43(50)41(27,9)18-26(51-43)33(45)20(3)37(48)49/h16-17,20-21,26-27,30-31,33-34,45-46,50H,1,11-15,18H2,2-10H3,(H,48,49)/t20?,21-,26-,27+,30+,31-,33?,34+,40-,41-,42+,43-/m0/s1

Standard InChI Key:  UVWBKHSYPWQMOP-CLAMLFBVSA-N

Alternative Forms

1. Parent:

   

   ALA433405

   NODULISPORIC ACID A2

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

Calculated Properties

Molecular Weight: 713.91

Molecular Weight (Monoisotopic): 713.3928

AlogP: 6.79

#Rotatable Bonds: 4

Polar Surface Area: 138.45

Molecular Species: ACID

HBA: 8

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.31

CX Basic pKa: ┄

CX LogP: 5.55

CX LogD: 2.55

Aromatic Rings: 2

Heavy Atoms: 52

QED Weighted: 0.25

Np Likeness Score: 2.94

References

1. Ondeyka JG, Dahl-Roshak AM, Tkacz JS, Zink DL, Zakson-Aiken M, Shoop WL, Goetz MA, Singh SB..  (2002)  Nodulisporic acid B, B1, and B2: a series of 1'-deoxy-nodulisporic acids from Nodulisporium sp.,  12  (20): [PMID:12270179] [10.1016/s0960-894x(02)00621-2]

2. Ondeyka JG, Byrne K, Vesey D, Zink DL, Shoop WL, Goetz MA, Singh SB..  (2003)  Nodulisporic acids C, C1, and C2: a series of D-ring-opened nodulisporic acids from the fungus Nodulisporium sp.,  66  (1): [PMID:12542359] [10.1021/np020339u]

Source

Source(1):

• Scientific Literature