((1aR,7aS,10aS,10bS,E)-1a-Methyl-8-methylene-9-oxo-1a,2,3,6,7,7a,8,9,10a,10b-decahydrooxireno[2',3':9,10]cyclodeca[1,2-b]furan-5-yl)methyl-4-(((6-chloropyridin-3-yl)methyl)amino)-4-oxobutanoate

ID: ALA4067323

PubChem CID: 118070151

Max Phase: Preclinical

Molecular Formula: C25H29ClN2O6

Molecular Weight: 488.97

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C1C(=O)O[C@H]2[C@H]1CC/C(COC(=O)CCC(=O)NCc1ccc(Cl)nc1)=C\CC[C@@]1(C)O[C@@H]21

Standard InChI:  InChI=1S/C25H29ClN2O6/c1-15-18-7-5-16(4-3-11-25(2)23(34-25)22(18)33-24(15)31)14-32-21(30)10-9-20(29)28-13-17-6-8-19(26)27-12-17/h4,6,8,12,18,22-23H,1,3,5,7,9-11,13-14H2,2H3,(H,28,29)/b16-4+/t18-,22-,23-,25+/m0/s1

Standard InChI Key:  OYZOXVNOCOPRAF-RFIUCMTKSA-N

Molfile:  

     RDKit          2D

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   42.8934   -3.3338    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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  2 10  1  1
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 28 32  2  0
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 34 37  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4067323

   [(1S,2S,4R,7E,11S)-4-methyl-12-methylidene-13-oxo-3,14-dioxatricyclo[9.3.0.02,4]tetradec-7-en-8-yl]methyl 4-[(6-chloropyridin-3-yl)methylamino]-4-oxobutanoate

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: 488.97

Molecular Weight (Monoisotopic): 488.1714

AlogP: 3.43

#Rotatable Bonds: 7

Polar Surface Area: 107.12

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.82

CX LogP: 2.80

CX LogD: 2.80

Aromatic Rings: 1

Heavy Atoms: 34

QED Weighted: 0.21

Np Likeness Score: 1.27

References

1. Janganati V, Ponder J, Thakkar S, Jordan CT, Crooks PA..  (2017)  Succinamide derivatives of melampomagnolide B and their anti-cancer activities.,  25  (14): [PMID:28545815] [10.1016/j.bmc.2017.05.008]

Source

Source(1):

• Scientific Literature