6-sec-Butyl-12-(6-oxo-octyl)-9-(4-oxo-1-propyl-1,4-dihydro-quinolin-3-yl)-decahydro-4a,7,10,13-tetraaza-benzocyclododecene-5,8,11,14-tetraone

ID: ALA1791140

PubChem CID: 56668109

Max Phase: Preclinical

Molecular Formula: C36H51N5O6

Molecular Weight: 649.83

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  CCCn1cc([C@@H]2NC(=O)[C@H](CCCCCC(=O)CC)NC(=O)[C@H]3CCCCN3C(=O)[C@H]([C@H](C)CC)NC2=O)c(=O)c2ccccc21

Standard InChI:  InChI=1S/C36H51N5O6/c1-5-20-40-22-26(32(43)25-16-11-12-18-28(25)40)31-35(46)38-30(23(4)6-2)36(47)41-21-14-13-19-29(41)34(45)37-27(33(44)39-31)17-10-8-9-15-24(42)7-3/h11-12,16,18,22-23,27,29-31H,5-10,13-15,17,19-21H2,1-4H3,(H,37,45)(H,38,46)(H,39,44)/t23-,27+,29-,30+,31+/m1/s1

Standard InChI Key:  QCAGJJVUDIGMDW-NAYSKJGCSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1791140

   (3S,6S,9S,12R)-3-[(2R)-butan-2-yl]-9-(6-oxooctyl)-6-(4-oxo-1-propylquinolin-3-yl)-1,4,7,10-tetrazabicyclo[10.4.0]hexadecane-2,5,8,11-tetrone

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Protein

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 649.83

Molecular Weight (Monoisotopic): 649.3839

AlogP: 3.91

#Rotatable Bonds: 12

Polar Surface Area: 146.68

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.36

CX Basic pKa: 2.63

CX LogP: 3.86

CX LogD: 3.86

Aromatic Rings: 2

Heavy Atoms: 47

QED Weighted: 0.30

Np Likeness Score: 0.62

References

1. Meinke PT, Colletti SL, Doss G, Myers RW, Gurnett AM, Dulski PM, Darkin-Rattray SJ, Allocco JJ, Galuska S, Schmatz DM, Wyvratt MJ, Fisher MH..  (2000)  Synthesis of apicidin-derived quinolone derivatives: parasite-selective histone deacetylase inhibitors and antiproliferative agents.,  43  (25): [PMID:11124001] [10.1021/jm0001976]

Source

Source(1):

• Scientific Literature