N-(3-((4-((3-aminopropyl)amino)butyl)amino)propyl)-3-(4,5-dimethoxy-2-methyl-3,6-dioxocyclohexa-1,4-dien-1-yl)-3-methylbutanamide trihydrochloride

ID: ALA5086397

PubChem CID: 163196247

Max Phase: Preclinical

Molecular Formula: C24H45Cl3N4O5

Molecular Weight: 466.62

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC1=C(OC)C(=O)C(C(C)(C)CC(=O)NCCCNCCCCNCCCN)=C(C)C1=O.Cl.Cl.Cl

Standard InChI:  InChI=1S/C24H42N4O5.3ClH/c1-17-19(21(31)23(33-5)22(32-4)20(17)30)24(2,3)16-18(29)28-15-9-14-27-12-7-6-11-26-13-8-10-25;;;/h26-27H,6-16,25H2,1-5H3,(H,28,29);3*1H

Standard InChI Key:  LNERPLLMHDYJTB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 36 33  0  0  0  0  0  0  0  0999 V2000
   25.7321   -5.3821    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   16.8750   -3.0084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2916   -3.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7039   -3.0058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7186   -2.8985    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.7217   -3.7235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4376   -4.1334    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.1506   -3.7184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8666   -4.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5795   -3.7131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2955   -4.1231    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.0084   -3.7080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7244   -4.1179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4374   -3.7028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1533   -4.1127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8663   -3.6976    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.5823   -4.1076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2952   -3.6924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0112   -4.1023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7241   -3.6873    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.0087   -4.1387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5870   -4.1559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6040   -4.9807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3269   -5.3784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8983   -5.4079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1754   -5.0103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4696   -5.4375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4867   -6.2623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1583   -4.1855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4355   -3.7878    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7296   -4.2150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8641   -3.7583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8471   -2.9335    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9153   -6.2328    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2500   -5.5000    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   22.1964   -5.4214    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  4  3  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
  6 21  1  0
 21  3  1  0
  3 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 26 29  2  0
 29 30  1  0
 30 31  1  0
 29 32  1  0
 22 32  1  0
 32 33  2  0
 25 34  2  0
M  END

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: 466.62

Molecular Weight (Monoisotopic): 466.3155

AlogP: 1.19

#Rotatable Bonds: 17

Polar Surface Area: 131.78

Molecular Species: BASE

HBA: 8

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.74

CX LogP: -0.25

CX LogD: -6.70

Aromatic Rings: ┄

Heavy Atoms: 33

QED Weighted: 0.19

Np Likeness Score: 0.21

References

1. Tantak MP, Sekhar V, Tao X, Zhai RG, Phanstiel O..  (2021)  Development of a Redox-Sensitive Spermine Prodrug for the Potential Treatment of Snyder Robinson Syndrome.,  64  (21.0): [PMID:34695351] [10.1021/acs.jmedchem.1c00419]

Source

Source(1):

• Scientific Literature