Legonmaleimide A

ID: ALA4126510

PubChem CID: 132606949

Max Phase: Preclinical

Molecular Formula: C14H20N2O5

Molecular Weight: 296.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1=C(NC(=O)CC(C)C)C(=O)N(CCCC(=O)O)C1=O

Standard InChI:  InChI=1S/C14H20N2O5/c1-8(2)7-10(17)15-12-9(3)13(20)16(14(12)21)6-4-5-11(18)19/h8H,4-7H2,1-3H3,(H,15,17)(H,18,19)

Standard InChI Key:  NNDAHERPVUQWDN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 21  0  0  0  0  0  0  0  0999 V2000
    9.4349   -7.0572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4307   -6.2359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6481   -5.9872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1669   -6.6508    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6548   -7.3136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1406   -7.4620    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8513   -7.0515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5643   -7.4581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8490   -6.2301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2750   -7.0475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9879   -7.4541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2727   -6.2262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0894   -5.7481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3876   -5.2072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4021   -8.0962    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3456   -6.6550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9293   -5.9452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1080   -5.9494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6958   -5.2438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8745   -5.2479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1008   -4.5299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
  1  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
  2 13  1  0
  3 14  2  0
  5 15  2  0
  4 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4126510

   ---

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: 296.32

Molecular Weight (Monoisotopic): 296.1372

AlogP: 0.66

#Rotatable Bonds: 7

Polar Surface Area: 103.78

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.93

CX Basic pKa: ┄

CX LogP: 0.08

CX LogD: -3.11

Aromatic Rings: ┄

Heavy Atoms: 21

QED Weighted: 0.67

Np Likeness Score: -0.39

References

1. Chervin J, Stierhof M, Tong MH, Peace D, Hansen KØ, Urgast DS, Andersen JH, Yu Y, Ebel R, Kyeremeh K, Paget V, Cimpan G, Wyk AV, Deng H, Jaspars M, Tabudravu JN..  (2017)  Targeted Dereplication of Microbial Natural Products by High-Resolution MS and Predicted LC Retention Time.,  80  (5): [PMID:28445069] [10.1021/acs.jnatprod.6b01035]

Source

Source(1):

• Scientific Literature