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

ID: ALA1791138

PubChem CID: 56664684

Max Phase: Preclinical

Molecular Formula: C36H53N5O5

Molecular Weight: 635.85

Molecule Type: Protein

Names and Identifiers

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

Standard InChI:  InChI=1S/C36H53N5O5/c1-5-20-40-23-25(27-16-11-12-18-30(27)40)22-29-34(44)39-32(24(4)6-2)36(46)41-21-14-13-19-31(41)35(45)37-28(33(43)38-29)17-10-8-9-15-26(42)7-3/h11-12,16,18,23-24,28-29,31-32H,5-10,13-15,17,19-22H2,1-4H3,(H,37,45)(H,38,43)(H,39,44)/t24-,28+,29+,31-,32+/m1/s1

Standard InChI Key:  FXEYCWDKBFMJHM-JOMBJTJASA-N

Molfile:  

     RDKit          2D

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    5.6858   -4.1000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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  7 48  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA1791138

   cyclo[Aoda-Trp(Pr)(Pr)-aIle-D-Pip]

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: 635.85

Molecular Weight (Monoisotopic): 635.4047

AlogP: 4.42

#Rotatable Bonds: 13

Polar Surface Area: 129.61

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.96

CX Basic pKa: ┄

CX LogP: 4.77

CX LogD: 4.77

Aromatic Rings: 2

Heavy Atoms: 46

QED Weighted: 0.28

Np Likeness Score: 0.67

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