Diazonamide A analogue

ID: ALA2304200

PubChem CID: 71718508

Max Phase: Preclinical

Molecular Formula: C33H29BrN4O6

Molecular Weight: 657.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)[C@@H]1NC(=O)[C@@H](NC(=O)OCc2ccccc2)Cc2ccc3c(c2)[C@@]2(c4cccc(Br)c4N[C@@H]2O3)c2oc1nc2C=O

Standard InChI:  InChI=1S/C33H29BrN4O6/c1-17(2)26-30-35-24(15-39)28(44-30)33-20-9-6-10-22(34)27(20)38-31(33)43-25-12-11-19(13-21(25)33)14-23(29(40)37-26)36-32(41)42-16-18-7-4-3-5-8-18/h3-13,15,17,23,26,31,38H,14,16H2,1-2H3,(H,36,41)(H,37,40)/t23-,26-,31+,33-/m0/s1

Standard InChI Key:  AJVHPLZQRGVGJI-TYVOWPKXSA-N

Molfile:  

     RDKit          2D

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M  END

Alternative Forms

1. Parent:

   

   ALA2304200

   benzyl N-[(1S,9R,16S,19S)-6-bromo-22-formyl-17-oxo-19-propan-2-yl-10,26-dioxa-8,18,21-triazahexacyclo[12.9.2.120,23.01,9.02,7.011,24]hexacosa-2(7),3,5,11(24),12,14(25),20,22-octaen-16-yl]carbamate

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: 657.52

Molecular Weight (Monoisotopic): 656.1270

AlogP: 5.39

#Rotatable Bonds: 5

Polar Surface Area: 131.79

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.29

CX Basic pKa: ┄

CX LogP: 5.48

CX LogD: 5.47

Aromatic Rings: 4

Heavy Atoms: 44

QED Weighted: 0.24

Np Likeness Score: 0.67

References

1. Nicolaou KC..  (2005)  Joys of molecules. 2. Endeavors in chemical biology and medicinal chemistry.,  48  (18): [PMID:16134928] [10.1021/jm050524f]

2. Nicolaou KC..  (2005)  Joys of molecules. 2. Endeavors in chemical biology and medicinal chemistry.,  48  (18): [PMID:16134928] [10.1021/jm050524f]

Source

Source(1):

• Scientific Literature