CompChem-Database: compound details

CompChem-Database: details for selected entry

DB13403_p7 (11147)

Formula C₂₃H₃₀N₃O₂

MW 380.51

InChIKey XCWPUUGSGHNIDZ-YNSJPFLVNA-O

Entry_Date 2023-09-01

Net_Charge 1

Number_Atoms 58

Number_Heavy_Atoms 28

Number_Rings 4

Number_Bonds 61

Rotat_Bonds 6

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 5

HB_Donor 2

HB_Acceptor 0

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 0

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 3.52

logP 4.0753

PSA 41.93

MR 122.765

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 136.82492

PM7_Total_Energy_ev -4371.49301

PM7_Electronic_Energy_ev -37195.02122

PM7_Dipole_Debye 5.79187

PM7_Point_Group C1

PM7_HOMO_Energy_ev -10.745

PM7_LUMO_Energy_ev -3.552

PM7_COSMO_Area_square_ang 421.5

PM7_COSMO_Volue_cubic_ang 485.31

PM7_Electron_Affinity_ev 3.552

PM7_Ionization_Energy_ev 10.745

PM7_Energy_Gap_ev 7.193

PM7_Global_Hardness_ev 3.5965

PM7_Global_Softness_ev 0.27804810232170163

PM7_Chemical_Potential_ev -7.1485

PM7_Electronigativity_ev 7.1485

PM7_Back_Donation_Energy_ev -0.899125

PM7_Electrophilicity_ev 7.104275302377311

OPENEYE_Name 5,6-dimethoxy-2-methyl-3-[2-(4-phenylpiperazin-1-ium-1-yl)ethyl]-1~{H}-indole

SMILES c1ccc(cc1)N2CC[NH+](CC2)CCc3c4cc(c(cc4[nH]c3C)OC)OC

Canonical_SMILES COc1cc2c(cc1OC)[nH]c(c2CC[NH+]1CCN(CC1)c1ccccc1)C

InChI 1/C23H29N3O2/c1-17-19(20-15-22(27-2)23(28-3)16-21(20)24-17)9-10-25-11-13-26(14-12-25)18-7-5-4-6-8-18/h4-8,15-16,24H,9-14H2,1-3H3/p+1/fC23H30N3O2/h25H/q+1

InChI_3D 1S/C23H29N3O2/c1-17-19(20-15-22(27-2)23(28-3)16-21(20)24-17)9-10-25-11-13-26(14-12-25)18-7-5-4-6-8-18/h4-8,15-16,24H,9-14H2,1-3H3/p+1

AuxInfo 1/1/N:19,20,21,1,2,3,4,5,22,23,17,18,15,16,6,7,14,11,9,8,10,12,13,24,26,25,27,28/E:(5,6)(7,8)(11,12)(13,14)/F:m/E:m/rA:58nCCCCCCCCCCCCCCCCCCCCCCCNNN+OOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;d6;s8;d7s8;d4s5;s6;s7d12;d9;;;s15;s16;s14;;;s9;s22;s10s14;s11s15s16;s17s18s23;s12s20;s13s21;s1;s2;s3;s4;s5;s6;s7;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s23;s23;s24;s26;/rC:1.9625,-8.5303,0;1.3461,-7.7428,0;2.9535,-8.396,0;1.7245,-6.8116,0;3.3319,-7.4647,0;.868,-.4978,0;.868,1.5138,0;1.736,-.0012,0;2.6938,-.3125,0;1.736,1.0058,0;2.7193,-6.6678,0;;0,1.0058,0;3.2858,.5023,0;2.4794,-4.9538,0;4.0866,-5.6069,0;2.8578,-4.0227,0;4.465,-4.6757,0;4.2858,.5024,0;-1.732,-.0025,0;-.8705,2.5032,0;3.0028,-1.2636,0;3.3117,-2.2146,0;2.6938,1.3169,0;3.0957,-5.7414,0;3.8524,-3.879,0;-.8653,-.5013,0;-.8675,1.5032,0;1.7743,-8.9935,0;.8509,-7.8122,0;3.2599,-8.791,0;1.4163,-6.4179,0;3.8273,-7.3976,0;.8677,-.9978,0;.868,2.0138,0;2.1448,-5.3254,0;2.0557,-4.6884,0;4.5754,-5.7122,0;4.0673,-6.1065,0;2.3687,-3.9187,0;2.8743,-3.5229,0;4.8017,-4.3061,0;4.888,-4.9423,0;4.2858,1.0024,0;4.2858,.0024,0;4.7858,.5024,0;-1.9814,-.4359,0;-2.1654,.2469,0;-1.4827,.4309,0;-1.3704,2.5018,0;-.8719,3.0032,0;-.3705,2.5047,0;3.4783,-1.1091,0;2.5272,-1.4181,0;3.7873,-2.0602,0;2.8362,-2.3691,0;2.8483,1.7924,0;4.2948,-3.646,0;

Duplicates DB13403_p7

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013250-0000013499/DB13403_p7.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013250-0000013499/DB13403_p7.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013250-0000013499/DB13403_p7.sdf

Formula	C₂₃H₃₀N₃O₂
MW	380.51
InChIKey	XCWPUUGSGHNIDZ-YNSJPFLVNA-O
Entry_Date	2023-09-01
Net_Charge	1
Number_Atoms	58
Number_Heavy_Atoms	28
Number_Rings	4
Number_Bonds	61
Rotat_Bonds	6
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	5
HB_Donor	2
HB_Acceptor	0
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	0
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	3.52
logP	4.0753
PSA	41.93
MR	122.765
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	136.82492
PM7_Total_Energy_ev	-4371.49301
PM7_Electronic_Energy_ev	-37195.02122
PM7_Dipole_Debye	5.79187
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-10.745
PM7_LUMO_Energy_ev	-3.552
PM7_COSMO_Area_square_ang	421.5
PM7_COSMO_Volue_cubic_ang	485.31
PM7_Electron_Affinity_ev	3.552
PM7_Ionization_Energy_ev	10.745
PM7_Energy_Gap_ev	7.193
PM7_Global_Hardness_ev	3.5965
PM7_Global_Softness_ev	0.27804810232170163
PM7_Chemical_Potential_ev	-7.1485
PM7_Electronigativity_ev	7.1485
PM7_Back_Donation_Energy_ev	-0.899125
PM7_Electrophilicity_ev	7.104275302377311
OPENEYE_Name	5,6-dimethoxy-2-methyl-3-[2-(4-phenylpiperazin-1-ium-1-yl)ethyl]-1~{H}-indole
SMILES	c1ccc(cc1)N2CC[NH+](CC2)CCc3c4cc(c(cc4[nH]c3C)OC)OC
Canonical_SMILES	COc1cc2c(cc1OC)[nH]c(c2CC[NH+]1CCN(CC1)c1ccccc1)C
InChI	1/C23H29N3O2/c1-17-19(20-15-22(27-2)23(28-3)16-21(20)24-17)9-10-25-11-13-26(14-12-25)18-7-5-4-6-8-18/h4-8,15-16,24H,9-14H2,1-3H3/p+1/fC23H30N3O2/h25H/q+1
InChI_3D	1S/C23H29N3O2/c1-17-19(20-15-22(27-2)23(28-3)16-21(20)24-17)9-10-25-11-13-26(14-12-25)18-7-5-4-6-8-18/h4-8,15-16,24H,9-14H2,1-3H3/p+1
AuxInfo	1/1/N:19,20,21,1,2,3,4,5,22,23,17,18,15,16,6,7,14,11,9,8,10,12,13,24,26,25,27,28/E:(5,6)(7,8)(11,12)(13,14)/F:m/E:m/rA:58nCCCCCCCCCCCCCCCCCCCCCCCNNN+OOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;d6;s8;d7s8;d4s5;s6;s7d12;d9;;;s15;s16;s14;;;s9;s22;s10s14;s11s15s16;s17s18s23;s12s20;s13s21;s1;s2;s3;s4;s5;s6;s7;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s23;s23;s24;s26;/rC:1.9625,-8.5303,0;1.3461,-7.7428,0;2.9535,-8.396,0;1.7245,-6.8116,0;3.3319,-7.4647,0;.868,-.4978,0;.868,1.5138,0;1.736,-.0012,0;2.6938,-.3125,0;1.736,1.0058,0;2.7193,-6.6678,0;;0,1.0058,0;3.2858,.5023,0;2.4794,-4.9538,0;4.0866,-5.6069,0;2.8578,-4.0227,0;4.465,-4.6757,0;4.2858,.5024,0;-1.732,-.0025,0;-.8705,2.5032,0;3.0028,-1.2636,0;3.3117,-2.2146,0;2.6938,1.3169,0;3.0957,-5.7414,0;3.8524,-3.879,0;-.8653,-.5013,0;-.8675,1.5032,0;1.7743,-8.9935,0;.8509,-7.8122,0;3.2599,-8.791,0;1.4163,-6.4179,0;3.8273,-7.3976,0;.8677,-.9978,0;.868,2.0138,0;2.1448,-5.3254,0;2.0557,-4.6884,0;4.5754,-5.7122,0;4.0673,-6.1065,0;2.3687,-3.9187,0;2.8743,-3.5229,0;4.8017,-4.3061,0;4.888,-4.9423,0;4.2858,1.0024,0;4.2858,.0024,0;4.7858,.5024,0;-1.9814,-.4359,0;-2.1654,.2469,0;-1.4827,.4309,0;-1.3704,2.5018,0;-.8719,3.0032,0;-.3705,2.5047,0;3.4783,-1.1091,0;2.5272,-1.4181,0;3.7873,-2.0602,0;2.8362,-2.3691,0;2.8483,1.7924,0;4.2948,-3.646,0;
Duplicates	DB13403_p7
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013250-0000013499/DB13403_p7.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013250-0000013499/DB13403_p7.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013250-0000013499/DB13403_p7.sdf