Tetrabuthylammonium

Names and Identifiers

Canonical SMILES: CCCC[N+](CCCC)(CCCC)CCCC

Standard InChI: InChI=1S/C16H36N/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4/h5-16H2,1-4H3/q+1

Standard InChI Key: DZLFLBLQUQXARW-UHFFFAOYSA-N

Molfile:

     RDKit          2D

 17 16  0  0  0  0  0  0  0  0999 V2000
    5.5625   -6.3333    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2750   -6.7458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2750   -5.9208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5625   -7.1583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8458   -5.9208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2708   -7.5708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9917   -6.3333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8458   -5.0958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8458   -7.5708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9875   -7.9833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1333   -4.6833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7042   -5.9208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8458   -8.3958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9833   -8.8083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1333   -8.8083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4167   -6.3333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1333   -3.8583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  1  1  0
  5  1  1  0
  6  2  1  0
  7  3  1  0
  8  5  1  0
  9  4  1  0
 10  6  1  0
 11  8  1  0
 12  7  1  0
 13  9  1  0
 14 10  1  0
 15 13  1  0
 16 12  1  0
 17 11  1  0
M  CHG  1   1   1
M  END

Alternative Forms

Associated Targets(Human)

SLC22A1 Tchem Solute carrier family 22 member 1 (646 Activities)

Discover Target: SLC22A1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SLC22A2 Tchem Solute carrier family 22 member 2 (261 Activities)

Discover Target: SLC22A2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Slc22a1 Solute carrier family 22 member 1 (31 Activities)

Discover Target: Slc22a1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Slc22a1 Solute carrier family 22 member 1 (176 Activities)

Discover Target: Slc22a1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Slc22a2 Solute carrier family 22 member 2 (136 Activities)

Discover Target: Slc22a2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Plasmodium falciparum (966862 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

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

Drug Indications

MESH ID	MESH Heading	EFO IDs	EFO Terms	Max Phase for Indication	References

Mechanisms of Action

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Calculated Properties

Molecular Weight: 242.47	Molecular Weight (Monoisotopic): 242.2842	AlogP: 5.00	#Rotatable Bonds: 12
Polar Surface Area: 0.00	Molecular Species: ┄	HBA: ┄	HBD: ┄
#RO5 Violations: 1	HBA (Lipinski): 1	HBD (Lipinski): ┄	#RO5 Violations (Lipinski): 1
CX Acidic pKa: ┄	CX Basic pKa: ┄	CX LogP: 1.32	CX LogD: 1.32
Aromatic Rings: ┄	Heavy Atoms: 17	QED Weighted: 0.42	Np Likeness Score: 0.12

References

1. Dresser MJ, Gray AT, Giacomini KM.. (2000) Kinetic and selectivity differences between rodent, rabbit, and human organic cation transporters (OCT1)., 292 (1): [PMID:10688634]
2. Sinclair CJ, Chi KD, Subramanian V, Ward KL, Green RM.. (2000) Functional expression of a high affinity mammalian hepatic choline/organic cation transporter., 41 (1): [PMID:11060354]
3. Bednarczyk D, Ekins S, Wikel JH, Wright SH.. (2003) Influence of molecular structure on substrate binding to the human organic cation transporter, hOCT1., 63 (1): [PMID:12606755] [10.1124/mol.63.3.489]
4. Dresser MJ, Xiao G, Leabman MK, Gray AT, Giacomini KM.. (2002) Interactions of n-tetraalkylammonium compounds and biguanides with a human renal organic cation transporter (hOCT2)., 19 (1): [PMID:12240953] [10.1023/a:1019870831174]
5. Gorboulev V, Volk C, Arndt P, Akhoundova A, Koepsell H.. (1999) Selectivity of the polyspecific cation transporter rOCT1 is changed by mutation of aspartate 475 to glutamate., 56 (1): [PMID:10570053] [10.1124/mol.56.6.1254]
6. Urakami Y, Okuda M, Masuda S, Akazawa M, Saito H, Inui K.. (2001) Distinct characteristics of organic cation transporters, OCT1 and OCT2, in the basolateral membrane of renal tubules., 18 (1): [PMID:11758759] [10.1023/a:1013070128668]
7. Zhang L, Gorset W, Dresser MJ, Giacomini KM.. (1999) The interaction of n-tetraalkylammonium compounds with a human organic cation transporter, hOCT1., 288 (1): [PMID:10027858]
8. Arndt P, Volk C, Gorboulev V, Budiman T, Popp C, Ulzheimer-Teuber I, Akhoundova A, Koppatz S, Bamberg E, Nagel G, Koepsell H.. (2001) Interaction of cations, anions, and weak base quinine with rat renal cation transporter rOCT2 compared with rOCT1., 281 (1): [PMID:11502595] [10.1152/ajprenal.2001.281.3.f454]
9. Domingo R, van der Westhuyzen R, Hamann AR, Mostert KJ, Barnard L, Paquet T, Tjhin ET, Saliba KJ, van Otterlo WAL, Strauss E.. (2019) Overcoming synthetic challenges in targeting coenzyme A biosynthesis with the antimicrobial natural product CJ-15,801., 10 (12): [PMID:32206243] [10.1039/C9MD00312F]

Source

Source(2):