4-(diethylamino)-alpha-[4-(diethylamino) phenyl] - Compound Card

4-(diethylamino)-alpha-[4-(diethylamino) phenyl]

Select a section from the left sidebar

4-(diethylamino)-alpha-[4-(diethylamino) phenyl]

Structure
Zoomed Structure
  • Family: Plantae - Pontideraceae
  • Kingdom: Plantae
  • Class: Amine
Canonical Smiles CCN(c1ccc(cc1)C(c1ccc(cc1)N(CC)CC)C)CC
InChI InChI=1S/C22H32N2/c1-6-23(7-2)21-14-10-19(11-15-21)18(5)20-12-16-22(17-13-20)24(8-3)9-4/h10-18H,6-9H2,1-5H3
InChIKey UGWLWTKODVAUFB-UHFFFAOYSA-N
Formula C22H32N2
HBA 2
HBD 0
MW 324.51
Rotatable Bonds 8
TPSA 6.48
LogP 5.53
Number Rings 2
Number Aromatic Rings 2
Heavy Atom Count 24
Formal Charge 0
Fraction CSP3 0.45
Exact Mass 324.26
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Eichhornia crassipes Pontideraceae Plantae 44947

Showing of synonyms

  • Aboul-Enein AM, Shanab SM, et al. (2014). Cytotoxic and antioxidant properties of active principals isolated from water hyacinth against four cancer cells lines. BMC Complementary and Alternative Medicine,2014,14,397. [View] [PubMed]
Pubchem: 59366407
Nmrshiftdb2: 60079171

No compound-protein relationship available.

Structure

SMILES: c1ccccc1Cc2ccccc2

Level: 1

Mol. Weight: 324.51 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 324.51 g/mol

Anticancer
Antioxidant

Absorption

Caco-2 (logPapp)
-4.59
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.95
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-3.53

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.48
Plasma Protein Binding
47.6
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Inhibitor
CYP 2C19 Substrate
Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
Non-Substrate
CYP 2D6 Inhibitor
Inhibitor
CYP 2D6 Substrate
Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
13.8
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
3.04
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.2
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
7.35
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Toxic
T. Pyriformis
3.72
Rat (Acute)
2.56
Rat (Chronic Oral)
1.45
Fathead Minnow
4.79
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
390.85
Hydration Free Energy
-6.21
Log(D) at pH=7.4
3.59
Log(P)
6.49
Log S
-4.73
Log(Vapor Pressure)
-5.89
Melting Point
63.13
pKa Acid
12.75
pKa Basic
8.95
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8283
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8283
Methionine aminopeptidase 2 P50579 MAP2_HUMAN Homo sapiens 3 0.8270
Methionine aminopeptidase 2 P50579 MAP2_HUMAN Homo sapiens 3 0.8270
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial Q15119 PDK2_HUMAN Homo sapiens 3 0.8240
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial Q15119 PDK2_HUMAN Homo sapiens 3 0.8240
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 3 0.8018
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 3 0.8018
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7992
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7992
Cholesterol side-chain cleavage enzyme, mitochondrial P05108 CP11A_HUMAN Homo sapiens 3 0.7986
Cholesterol side-chain cleavage enzyme, mitochondrial P05108 CP11A_HUMAN Homo sapiens 3 0.7986
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 3 0.7962
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 3 0.7962
Methionine aminopeptidase 2 P9WK19 MAP12_MYCTU Mycobacterium tuberculosis 3 0.7945
Methionine aminopeptidase 2 P9WK19 MAP12_MYCTU Mycobacterium tuberculosis 3 0.7945
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 2 0.7941
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 2 0.7941
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7909
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7909
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.7881
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.7881
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7844
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7844
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7828
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7828
Phosphodiesterase Q53I60 Q53I60_TRYCR Trypanosoma cruzi 3 0.7825
Phosphodiesterase Q53I60 Q53I60_TRYCR Trypanosoma cruzi 3 0.7825
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7760
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7760
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 2 0.7739
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 2 0.7739
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7678
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7678
Transthyretin Q9PTT3 Q9PTT3_SPAAU Sparus aurata 3 0.7669
Transthyretin Q9PTT3 Q9PTT3_SPAAU Sparus aurata 3 0.7669
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7600
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7600
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7590
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7590
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7580
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7580
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7541
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7541
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.7490
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.7490
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7478
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7478
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7472
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7472
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7471
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7471
Retinol-binding protein 2 P50120 RET2_HUMAN Homo sapiens 3 0.7468
Retinol-binding protein 2 P50120 RET2_HUMAN Homo sapiens 3 0.7468
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 4 0.7449
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 4 0.7449
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.7444
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.7444
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7404
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7404
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7385
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7385
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7352
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7352
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7334
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7334
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7332
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7332
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7271
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7271
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7249
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7249
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7246
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7246
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7243
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7243
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.7233
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.7233
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7225
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7225
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 2 0.7195
Cellular retinoic acid-binding protein 2 P29373 RABP2_HUMAN Homo sapiens 2 0.7195
Cellular retinoic acid-binding protein 2 P29373 RABP2_HUMAN Homo sapiens 2 0.7195
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 2 0.7195
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.7172
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.7172
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7166
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7166
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 2 0.7163
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 2 0.7163
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7154
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7154
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7151
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7151
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.7138
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.7138
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7118
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7118
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7095
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7095
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7062
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7062
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7052
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7052
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7045
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7045
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7035
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7035
Beta-elicitin cinnamomin P15569 ELIB_PHYCI Phytophthora cinnamomi 3 0.7028
Beta-elicitin cinnamomin P15569 ELIB_PHYCI Phytophthora cinnamomi 3 0.7028
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7026
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7026
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7025
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7025
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7016
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7016
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7001
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7001

Download SDF