N-oxide Paraherquamide

ID: ALA2252928

PubChem CID: 76315504

Max Phase: Preclinical

Molecular Formula: C28H35N3O6

Molecular Weight: 509.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1C(=O)[C@]23C[C@H]4C(C)(C)[C@@]5(C[C@@]41C[N+]2([O-])CC[C@@]3(C)O)C(=O)Nc1c5ccc2c1OC=CC(C)(C)O2

Standard InChI:  InChI=1S/C28H35N3O6/c1-23(2)10-12-36-20-17(37-23)8-7-16-19(20)29-21(32)27(16)14-26-15-31(35)11-9-25(5,34)28(31,22(33)30(26)6)13-18(26)24(27,3)4/h7-8,10,12,18,34H,9,11,13-15H2,1-6H3,(H,29,32)/t18-,25+,26+,27+,28-,31?/m0/s1

Standard InChI Key:  IFVZXHLMGGKUOX-APYVQCPJSA-N

Molfile:  

     RDKit          2D

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M  CHG  2  24   1  37  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2252928

   N-OXIDE PARAHERQUAMIDE

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: 509.60

Molecular Weight (Monoisotopic): 509.2526

AlogP: 2.81

#Rotatable Bonds: ┄

Polar Surface Area: 111.16

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.55

CX Basic pKa: 1.91

CX LogP: 0.48

CX LogD: 0.48

Aromatic Rings: 1

Heavy Atoms: 37

QED Weighted: 0.41

Np Likeness Score: 1.79

References

1. López-Gresa MP, González MC, Ciavatta L, Ayala I, Moya P, Primo J..  (2006)  Insecticidal activity of Paraherquamides, including paraherquamide H and paraherquamide I, two new alkaloids isolated from Penicillium cluniae.,  54  (8): [PMID:16608209] [10.1021/jf0530998]

Source

Source(1):

• Scientific Literature