4-Guanidinobutyl-4-acetoxy-3,5-dimethoxybenzoate

ID: ALA4790133

PubChem CID: 162668462

Max Phase: Preclinical

Molecular Formula: C16H23N3O6

Molecular Weight: 353.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(C(=O)OCCCCNC(=N)N)cc(OC)c1OC(C)=O

Standard InChI:  InChI=1S/C16H23N3O6/c1-10(20)25-14-12(22-2)8-11(9-13(14)23-3)15(21)24-7-5-4-6-19-16(17)18/h8-9H,4-7H2,1-3H3,(H4,17,18,19)

Standard InChI Key:  ZKOZQWQKCVKSFW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 25  0  0  0  0  0  0  0  0999 V2000
    4.5179  -10.3015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5168  -11.1211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2248  -11.5300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9345  -11.1206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9316  -10.2979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2230   -9.8927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8101   -9.8931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2206   -9.0755    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9271   -8.6648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8087  -11.5291    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1013  -11.1199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6428  -11.5281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6441  -12.3453    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3499  -11.1184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0582  -11.5259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7653  -11.1161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4736  -11.5236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1807  -11.1139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8891  -11.5214    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8099   -9.0759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1021   -8.6675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5175   -8.6671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5961  -11.1117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3045  -11.5192    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5948  -10.2945    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  1  7  1  0
  6  8  1  0
  8  9  1  0
  2 10  1  0
 10 11  1  0
  4 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
  7 20  1  0
 20 21  1  0
 20 22  2  0
 19 23  1  0
 23 24  1  0
 23 25  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4790133

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 353.38

Molecular Weight (Monoisotopic): 353.1587

AlogP: 1.05

#Rotatable Bonds: 9

Polar Surface Area: 132.96

Molecular Species: BASE

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 12.05

CX LogP: 0.72

CX LogD: -1.70

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.20

Np Likeness Score: 0.28

References

1. Luo S,Xu S,Liu J,Ma F,Zhu YZ.  (2020)  Design and synthesis of novel SCM-198 analogs as cardioprotective agents: Structure-activity relationship studies and biological evaluations.,  200  [PMID:32485530] [10.1016/j.ejmech.2020.112469]

Source

Source(1):

• Scientific Literature