CompChem-Database: compound details

CompChem-Database: details for selected entry

DB13645_p0 (11421)

Formula C₂₂H₂₇N₃O₃S

MW 413.53

InChIKey PQXGNJKJMFUPPM-MPIMZMORNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 56

Number_Heavy_Atoms 29

Number_Rings 3

Number_Bonds 58

Rotat_Bonds 10

Unbranched_Chain 3

Chiral_Centers 0

ONatoms 6

HB_Donor 1

HB_Acceptor 2

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 3.99

logP 5.2542

PSA 87.18

MR 120.477

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -77.75147

PM7_Total_Energy_ev -4688.21722

PM7_Electronic_Energy_ev -40065.48153

PM7_Dipole_Debye 3.24458

PM7_Point_Group C1

PM7_HOMO_Energy_ev -7.889

PM7_LUMO_Energy_ev -0.498

PM7_COSMO_Area_square_ang 438.94

PM7_COSMO_Volue_cubic_ang 495.97

PM7_Electron_Affinity_ev 0.498

PM7_Ionization_Energy_ev 7.889

PM7_Energy_Gap_ev 7.391

PM7_Global_Hardness_ev 3.6955

PM7_Global_Softness_ev 0.2705993776214315

PM7_Chemical_Potential_ev -4.1935

PM7_Electronigativity_ev 4.1935

PM7_Back_Donation_Energy_ev -0.923875

PM7_Electrophilicity_ev 2.379304864023813

OPENEYE_Name ethyl ~{N}-[10-[3-(diethylamino)propanoyl]phenothiazin-2-yl]carbamate

SMILES c1ccc2c(c1)N(c3cc(ccc3S2)NC(=O)OCC)C(=O)CCN(CC)CC

Canonical_SMILES CCOC(=O)Nc1ccc2c(c1)N(C(=O)CCN(CC)CC)c1c(S2)cccc1

InChI 1/C22H27N3O3S/c1-4-24(5-2)14-13-21(26)25-17-9-7-8-10-19(17)29-20-12-11-16(15-18(20)25)23-22(27)28-6-3/h7-12,15H,4-6,13-14H2,1-3H3,(H,23,27)/f/h23H

InChI_3D 1S/C22H27N3O3S/c1-4-24(5-2)14-13-21(26)25-17-9-7-8-10-19(17)29-20-12-11-16(15-18(20)25)23-22(27)28-6-3/h7-12,15H,4-6,13-14H2,1-3H3,(H,23,27)

AuxInfo 1/1/N:15,16,17,19,20,22,1,2,3,5,4,6,18,21,7,10,8,9,11,12,13,14,24,25,23,26,27,28,29/E:(1,2)(4,5)/F:m/E:m/rA:56nCCCCCCCCCCCCCCCCCCCCCCNNNOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;d4;;d3;s7;s4d7;d5s8;s6d9;;;;;;s13;s15;s16;s18;s17;s8s9s13;s10s14;s19s20s21;d13;d14;s14s22;s11s12;s1;s2;s3;s4;s5;s6;s7;s15;s15;s15;s16;s16;s16;s17;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s22;s22;s24;/rC:;0,-1.0057,0;.8679,.5079,0;5.2158,-1.0053,0;.8679,-1.5033,0;4.3422,-1.5068,0;4.3415,.5094,0;1.7358,0,0;3.4735,.0022,0;5.2154,.0028,0;1.7371,-1.0057,0;3.4738,-1.0059,0;2.5965,2.2567,0;6.9475,.0016,0;-.0109,5.7497,0;-1.7349,2.7451,0;9.5452,-.5002,0;1.7292,2.7544,0;-.0082,4.7497,0;-.8702,3.2474,0;.8618,3.2521,0;8.6795,.0004,0;2.6012,.5067,0;6.0818,.5022,0;-.0056,3.7497,0;3.4612,2.759,0;6.9468,-.9984,0;7.8138,.501,0;2.6038,-1.5046,0;-.4337,.2487,0;-.4326,-1.2564,0;.8679,1.0079,0;5.6486,-1.2557,0;.8677,-2.0033,0;4.3417,-2.0068,0;4.3406,1.0094,0;-.5109,5.7484,0;.4891,5.7511,0;-.0122,6.2497,0;-1.9861,3.1775,0;-1.4838,2.3128,0;-2.1673,2.494,0;9.7955,-.0673,0;9.2949,-.933,0;9.978,-.7504,0;1.978,3.1881,0;1.4803,2.3207,0;-.5082,4.7484,0;.4918,4.7511,0;-.6191,2.8151,0;-1.1214,3.6798,0;1.1106,3.6857,0;.613,2.8184,0;8.4292,-.4324,0;8.9298,.4333,0;6.0821,1.0022,0;

Duplicates DB13645_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013500-0000013749/DB13645_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013500-0000013749/DB13645_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013500-0000013749/DB13645_p0.sdf

Formula	C₂₂H₂₇N₃O₃S
MW	413.53
InChIKey	PQXGNJKJMFUPPM-MPIMZMORNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	56
Number_Heavy_Atoms	29
Number_Rings	3
Number_Bonds	58
Rotat_Bonds	10
Unbranched_Chain	3
Chiral_Centers	0
ONatoms	6
HB_Donor	1
HB_Acceptor	2
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	3.99
logP	5.2542
PSA	87.18
MR	120.477
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-77.75147
PM7_Total_Energy_ev	-4688.21722
PM7_Electronic_Energy_ev	-40065.48153
PM7_Dipole_Debye	3.24458
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-7.889
PM7_LUMO_Energy_ev	-0.498
PM7_COSMO_Area_square_ang	438.94
PM7_COSMO_Volue_cubic_ang	495.97
PM7_Electron_Affinity_ev	0.498
PM7_Ionization_Energy_ev	7.889
PM7_Energy_Gap_ev	7.391
PM7_Global_Hardness_ev	3.6955
PM7_Global_Softness_ev	0.2705993776214315
PM7_Chemical_Potential_ev	-4.1935
PM7_Electronigativity_ev	4.1935
PM7_Back_Donation_Energy_ev	-0.923875
PM7_Electrophilicity_ev	2.379304864023813
OPENEYE_Name	ethyl ~{N}-[10-[3-(diethylamino)propanoyl]phenothiazin-2-yl]carbamate
SMILES	c1ccc2c(c1)N(c3cc(ccc3S2)NC(=O)OCC)C(=O)CCN(CC)CC
Canonical_SMILES	CCOC(=O)Nc1ccc2c(c1)N(C(=O)CCN(CC)CC)c1c(S2)cccc1
InChI	1/C22H27N3O3S/c1-4-24(5-2)14-13-21(26)25-17-9-7-8-10-19(17)29-20-12-11-16(15-18(20)25)23-22(27)28-6-3/h7-12,15H,4-6,13-14H2,1-3H3,(H,23,27)/f/h23H
InChI_3D	1S/C22H27N3O3S/c1-4-24(5-2)14-13-21(26)25-17-9-7-8-10-19(17)29-20-12-11-16(15-18(20)25)23-22(27)28-6-3/h7-12,15H,4-6,13-14H2,1-3H3,(H,23,27)
AuxInfo	1/1/N:15,16,17,19,20,22,1,2,3,5,4,6,18,21,7,10,8,9,11,12,13,14,24,25,23,26,27,28,29/E:(1,2)(4,5)/F:m/E:m/rA:56nCCCCCCCCCCCCCCCCCCCCCCNNNOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;d4;;d3;s7;s4d7;d5s8;s6d9;;;;;;s13;s15;s16;s18;s17;s8s9s13;s10s14;s19s20s21;d13;d14;s14s22;s11s12;s1;s2;s3;s4;s5;s6;s7;s15;s15;s15;s16;s16;s16;s17;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s22;s22;s24;/rC:;0,-1.0057,0;.8679,.5079,0;5.2158,-1.0053,0;.8679,-1.5033,0;4.3422,-1.5068,0;4.3415,.5094,0;1.7358,0,0;3.4735,.0022,0;5.2154,.0028,0;1.7371,-1.0057,0;3.4738,-1.0059,0;2.5965,2.2567,0;6.9475,.0016,0;-.0109,5.7497,0;-1.7349,2.7451,0;9.5452,-.5002,0;1.7292,2.7544,0;-.0082,4.7497,0;-.8702,3.2474,0;.8618,3.2521,0;8.6795,.0004,0;2.6012,.5067,0;6.0818,.5022,0;-.0056,3.7497,0;3.4612,2.759,0;6.9468,-.9984,0;7.8138,.501,0;2.6038,-1.5046,0;-.4337,.2487,0;-.4326,-1.2564,0;.8679,1.0079,0;5.6486,-1.2557,0;.8677,-2.0033,0;4.3417,-2.0068,0;4.3406,1.0094,0;-.5109,5.7484,0;.4891,5.7511,0;-.0122,6.2497,0;-1.9861,3.1775,0;-1.4838,2.3128,0;-2.1673,2.494,0;9.7955,-.0673,0;9.2949,-.933,0;9.978,-.7504,0;1.978,3.1881,0;1.4803,2.3207,0;-.5082,4.7484,0;.4918,4.7511,0;-.6191,2.8151,0;-1.1214,3.6798,0;1.1106,3.6857,0;.613,2.8184,0;8.4292,-.4324,0;8.9298,.4333,0;6.0821,1.0022,0;
Duplicates	DB13645_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013500-0000013749/DB13645_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013500-0000013749/DB13645_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013500-0000013749/DB13645_p0.sdf