CompChem-Database: compound details

CompChem-Database: details for selected entry

DB02240_s0_p0 (2498)

Formula C₂₃H₂₈Cl₃N₃O

MW 468.85

InChIKey UKOBAUFLOGFCMV-LELJVTLKNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 58

Number_Heavy_Atoms 30

Number_Rings 3

Number_Bonds 60

Rotat_Bonds 11

Unbranched_Chain 3

Chiral_Centers 1

ONatoms 4

HB_Donor 1

HB_Acceptor 1

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 4

Lipinski_Violations 1

XLogP3 0

XLogP 6.05

logP 6.4832

PSA 37.39

MR 131.001

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -8.26233

PM7_Total_Energy_ev -4856.81963

PM7_Electronic_Energy_ev -44685.88431

PM7_Dipole_Debye 6.52126

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.106

PM7_LUMO_Energy_ev -1.592

PM7_COSMO_Area_square_ang 441.03

PM7_COSMO_Volue_cubic_ang 561.72

PM7_Electron_Affinity_ev 1.592

PM7_Ionization_Energy_ev 8.106

PM7_Energy_Gap_ev 6.514

PM7_Global_Hardness_ev 3.257

PM7_Global_Softness_ev 0.30703101013202333

PM7_Chemical_Potential_ev -4.849

PM7_Electronigativity_ev 4.849

PM7_Back_Donation_Energy_ev -0.81425

PM7_Electrophilicity_ev 3.609579521031624

OPENEYE_Name (4~{S})-~{N}1,~{N}1-bis(2-chloroethyl)-~{N}4-(6-chloro-2-methoxy-acridin-9-yl)pentane-1,4-diamine

SMILES c1cc(cc2c1c(c3cc(ccc3n2)OC)NC(C)CCCN(CCCl)CCCl)Cl

Canonical_SMILES ClCCN(CCCl)CCC[C@@H](Nc1c2cc(OC)ccc2nc2c1ccc(c2)Cl)C

InChI 1/C23H28Cl3N3O/c1-16(4-3-11-29(12-9-24)13-10-25)27-23-19-7-5-17(26)14-22(19)28-21-8-6-18(30-2)15-20(21)23/h5-8,14-16H,3-4,9-13H2,1-2H3,(H,27,28)/f/h27H

InChI_3D 1S/C23H28Cl3N3O/c1-16(4-3-11-29(12-9-24)13-10-25)27-23-19-7-5-17(26)14-22(19)28-21-8-6-18(30-2)15-20(21)23/h5-8,14-16H,3-4,9-13H2,1-2H3,(H,27,28)/t16-/m0/s1

AuxInfo 1/1/N:14,15,16,17,4,3,1,2,21,22,18,19,20,6,5,23,13,12,7,8,9,10,11,29,30,28,25,24,26,27/E:(9,10)(12,13)(24,25)/F:m/E:m/rA:58cCCCCCCCCCCCCCCCCCCCCCCCNNNOClClClHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;d1;;;s1;s5;s2s8;s6d7;s7d8;s3d5;s4d6;;;;s16;s16;;;s19;s20;s14s17;d9s10;s11s23;s18s19s20;s12s15;s13;s21;s22;s1;s2;s3;s4;s5;s6;s14;s14;s14;s15;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s22;s22;s23;s25;/rC:.8679,.5079,0;4.3422,-1.5068,0;5.2158,-1.0053,0;;4.3415,.5094,0;.8679,-1.5033,0;1.7358,0,0;3.4735,.0022,0;3.4738,-1.0059,0;1.7371,-1.0057,0;2.6012,.5067,0;5.2154,.0028,0;0,-1.0057,0;2.2269,3.6217,0;6.0824,1.5022,0;-.0055,3.7497,0;.8618,3.2521,0;-.8729,4.2474,0;-1.7429,5.7451,0;-2.605,4.2428,0;-1.7456,6.7451,0;-3.4696,3.7405,0;1.7292,2.7544,0;2.6038,-1.5046,0;2.5965,2.2567,0;-1.7403,4.7451,0;6.0818,.5022,0;-.8653,-1.507,0;-1.7483,7.7451,0;-4.3343,3.2382,0;.8679,1.0079,0;4.3417,-2.0068,0;5.6486,-1.2558,0;-.4337,.2487,0;4.3406,1.0094,0;.8677,-2.0033,0;1.7932,3.8706,0;2.4757,4.0554,0;2.6605,3.3729,0;5.5824,1.5025,0;6.5824,1.5019,0;6.0828,2.0022,0;.2433,4.1834,0;-.2544,3.3161,0;.613,2.8184,0;1.1107,3.6857,0;-.6241,4.6811,0;-1.1217,3.8138,0;-2.2429,5.7438,0;-1.2429,5.7464,0;-2.3538,3.8105,0;-2.8561,4.6751,0;-2.2456,6.7438,0;-1.2456,6.7464,0;-3.2185,3.3082,0;-3.7208,4.1728,0;1.4803,2.3207,0;3.0289,2.5078,0;

Duplicates DB02240_s0_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002000-0000002249/DB02240_s0_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002000-0000002249/DB02240_s0_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002000-0000002249/DB02240_s0_p0.sdf

Formula	C₂₃H₂₈Cl₃N₃O
MW	468.85
InChIKey	UKOBAUFLOGFCMV-LELJVTLKNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	58
Number_Heavy_Atoms	30
Number_Rings	3
Number_Bonds	60
Rotat_Bonds	11
Unbranched_Chain	3
Chiral_Centers	1
ONatoms	4
HB_Donor	1
HB_Acceptor	1
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	4
Lipinski_Violations	1
XLogP3	0
XLogP	6.05
logP	6.4832
PSA	37.39
MR	131.001
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-8.26233
PM7_Total_Energy_ev	-4856.81963
PM7_Electronic_Energy_ev	-44685.88431
PM7_Dipole_Debye	6.52126
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.106
PM7_LUMO_Energy_ev	-1.592
PM7_COSMO_Area_square_ang	441.03
PM7_COSMO_Volue_cubic_ang	561.72
PM7_Electron_Affinity_ev	1.592
PM7_Ionization_Energy_ev	8.106
PM7_Energy_Gap_ev	6.514
PM7_Global_Hardness_ev	3.257
PM7_Global_Softness_ev	0.30703101013202333
PM7_Chemical_Potential_ev	-4.849
PM7_Electronigativity_ev	4.849
PM7_Back_Donation_Energy_ev	-0.81425
PM7_Electrophilicity_ev	3.609579521031624
OPENEYE_Name	(4~{S})-~{N}1,~{N}1-bis(2-chloroethyl)-~{N}4-(6-chloro-2-methoxy-acridin-9-yl)pentane-1,4-diamine
SMILES	c1cc(cc2c1c(c3cc(ccc3n2)OC)NC(C)CCCN(CCCl)CCCl)Cl
Canonical_SMILES	ClCCN(CCCl)CCC[C@@H](Nc1c2cc(OC)ccc2nc2c1ccc(c2)Cl)C
InChI	1/C23H28Cl3N3O/c1-16(4-3-11-29(12-9-24)13-10-25)27-23-19-7-5-17(26)14-22(19)28-21-8-6-18(30-2)15-20(21)23/h5-8,14-16H,3-4,9-13H2,1-2H3,(H,27,28)/f/h27H
InChI_3D	1S/C23H28Cl3N3O/c1-16(4-3-11-29(12-9-24)13-10-25)27-23-19-7-5-17(26)14-22(19)28-21-8-6-18(30-2)15-20(21)23/h5-8,14-16H,3-4,9-13H2,1-2H3,(H,27,28)/t16-/m0/s1
AuxInfo	1/1/N:14,15,16,17,4,3,1,2,21,22,18,19,20,6,5,23,13,12,7,8,9,10,11,29,30,28,25,24,26,27/E:(9,10)(12,13)(24,25)/F:m/E:m/rA:58cCCCCCCCCCCCCCCCCCCCCCCCNNNOClClClHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;d1;;;s1;s5;s2s8;s6d7;s7d8;s3d5;s4d6;;;;s16;s16;;;s19;s20;s14s17;d9s10;s11s23;s18s19s20;s12s15;s13;s21;s22;s1;s2;s3;s4;s5;s6;s14;s14;s14;s15;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s22;s22;s23;s25;/rC:.8679,.5079,0;4.3422,-1.5068,0;5.2158,-1.0053,0;;4.3415,.5094,0;.8679,-1.5033,0;1.7358,0,0;3.4735,.0022,0;3.4738,-1.0059,0;1.7371,-1.0057,0;2.6012,.5067,0;5.2154,.0028,0;0,-1.0057,0;2.2269,3.6217,0;6.0824,1.5022,0;-.0055,3.7497,0;.8618,3.2521,0;-.8729,4.2474,0;-1.7429,5.7451,0;-2.605,4.2428,0;-1.7456,6.7451,0;-3.4696,3.7405,0;1.7292,2.7544,0;2.6038,-1.5046,0;2.5965,2.2567,0;-1.7403,4.7451,0;6.0818,.5022,0;-.8653,-1.507,0;-1.7483,7.7451,0;-4.3343,3.2382,0;.8679,1.0079,0;4.3417,-2.0068,0;5.6486,-1.2558,0;-.4337,.2487,0;4.3406,1.0094,0;.8677,-2.0033,0;1.7932,3.8706,0;2.4757,4.0554,0;2.6605,3.3729,0;5.5824,1.5025,0;6.5824,1.5019,0;6.0828,2.0022,0;.2433,4.1834,0;-.2544,3.3161,0;.613,2.8184,0;1.1107,3.6857,0;-.6241,4.6811,0;-1.1217,3.8138,0;-2.2429,5.7438,0;-1.2429,5.7464,0;-2.3538,3.8105,0;-2.8561,4.6751,0;-2.2456,6.7438,0;-1.2456,6.7464,0;-3.2185,3.3082,0;-3.7208,4.1728,0;1.4803,2.3207,0;3.0289,2.5078,0;
Duplicates	DB02240_s0_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002000-0000002249/DB02240_s0_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002000-0000002249/DB02240_s0_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002000-0000002249/DB02240_s0_p0.sdf