Nodulisporic acid D1

ID: ALA451879

PubChem CID: 11753691

Max Phase: Preclinical

Molecular Formula: C38H49NO5

Molecular Weight: 599.81

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Nodulisporic Acid D1 | Nodulisporic acid D1|CHEMBL451879|CHEBI:198739|(E)-3-[(2S,3S,6S,8S,10S,11R,14S,25S)-6-hydroxy-2,3,10,22,22,24,24-heptamethyl-7,23-dioxa-30-azaoctacyclo[14.14.0.02,14.03,11.06,10.017,29.019,27.020,25]triaconta-1(16),17(29),18,20,27-pentaen-8-yl]-2-methylprop-2-enoic acid

Canonical SMILES:  C/C(=C\[C@@H]1C[C@@]2(C)[C@@H]3CC[C@H]4Cc5c([nH]c6cc7c(cc56)C5=CC(C)(C)OC(C)(C)[C@H]5C7)[C@]4(C)[C@@]3(C)CC[C@]2(O)O1)C(=O)O

Standard InChI:  InChI=1S/C38H49NO5/c1-20(32(40)41)13-23-18-36(7)30-10-9-22-16-26-25-17-24-21(14-28-27(24)19-33(2,3)44-34(28,4)5)15-29(25)39-31(26)37(22,8)35(30,6)11-12-38(36,42)43-23/h13,15,17,19,22-23,28,30,39,42H,9-12,14,16,18H2,1-8H3,(H,40,41)/b20-13+/t22-,23+,28-,30+,35-,36-,37+,38-/m0/s1

Standard InChI Key:  NEINCGYMLGLOMN-GXZGSLQHSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA451879

   NODULISPORIC ACID D1

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

Calculated Properties

Molecular Weight: 599.81

Molecular Weight (Monoisotopic): 599.3611

AlogP: 7.47

#Rotatable Bonds: 2

Polar Surface Area: 91.78

Molecular Species: ACID

HBA: 4

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.36

CX Basic pKa: ┄

CX LogP: 6.99

CX LogD: 4.07

Aromatic Rings: 2

Heavy Atoms: 44

QED Weighted: 0.31

Np Likeness Score: 2.93

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