CompChem-Database: compound details

CompChem-Database: details for selected entry

DB13403_p0 (11146)

Formula C₂₃H₂₉N₃O₂

MW 379.5

InChIKey XCWPUUGSGHNIDZ-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 57

Number_Heavy_Atoms 28

Number_Rings 4

Number_Bonds 60

Rotat_Bonds 6

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 5

HB_Donor 1

HB_Acceptor 0

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 3.52

logP 3.8611

PSA 40.73

MR 121.803

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 1.68898

PM7_Total_Energy_ev -4364.03623

PM7_Electronic_Energy_ev -36727.87505

PM7_Dipole_Debye 3.36128

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.008

PM7_LUMO_Energy_ev -0.152

PM7_COSMO_Area_square_ang 421.21

PM7_COSMO_Volue_cubic_ang 480.75

PM7_Electron_Affinity_ev 0.152

PM7_Ionization_Energy_ev 8.008

PM7_Energy_Gap_ev 7.856

PM7_Global_Hardness_ev 3.928

PM7_Global_Softness_ev 0.2545824847250509

PM7_Chemical_Potential_ev -4.08

PM7_Electronigativity_ev 4.08

PM7_Back_Donation_Energy_ev -0.982

PM7_Electrophilicity_ev 2.118940936863544

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

SMILES c1ccc(cc1)N2CCN(CC2)CCc3c4cc(c(cc4[nH]c3C)OC)OC

Canonical_SMILES COc1cc2c(cc1OC)[nH]c(c2CCN1CCN(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

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

AuxInfo 1/0/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)/rA:57nCCCCCCCCCCCCCCCCCCCCCCCNNNOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/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;/rC:5.1719,-7.9407,0;4.1932,-7.7355,0;5.8433,-7.1995,0;3.8826,-6.7795,0;5.5327,-6.2435,0;.868,-.4978,0;.868,1.5138,0;1.736,-.0012,0;2.6938,-.3125,0;1.736,1.0058,0;4.5508,-6.0286,0;;0,1.0058,0;3.2858,.5023,0;3.2631,-4.8723,0;4.913,-4.3363,0;2.9526,-3.9164,0;4.6025,-3.3804,0;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;4.2418,-5.0776,0;3.6207,-3.1657,0;-.8653,-.5013,0;-.8675,1.5032,0;5.3264,-8.4162,0;3.8591,-8.1076,0;6.3322,-7.3042,0;3.3932,-6.677,0;5.8684,-5.8729,0;.8677,-.9978,0;.868,2.0138,0;3.2465,-5.372,0;2.768,-4.9423,0;5.3547,-4.102,0;5.2201,-4.7309,0;2.5115,-4.1519,0;2.6432,-3.5236,0;4.6219,-2.8808,0;5.0977,-3.3118,0;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;

Duplicates DB13403_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013250-0000013499/DB13403_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013250-0000013499/DB13403_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013250-0000013499/DB13403_p0.sdf

Formula	C₂₃H₂₉N₃O₂
MW	379.5
InChIKey	XCWPUUGSGHNIDZ-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	57
Number_Heavy_Atoms	28
Number_Rings	4
Number_Bonds	60
Rotat_Bonds	6
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	5
HB_Donor	1
HB_Acceptor	0
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	3.52
logP	3.8611
PSA	40.73
MR	121.803
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	1.68898
PM7_Total_Energy_ev	-4364.03623
PM7_Electronic_Energy_ev	-36727.87505
PM7_Dipole_Debye	3.36128
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.008
PM7_LUMO_Energy_ev	-0.152
PM7_COSMO_Area_square_ang	421.21
PM7_COSMO_Volue_cubic_ang	480.75
PM7_Electron_Affinity_ev	0.152
PM7_Ionization_Energy_ev	8.008
PM7_Energy_Gap_ev	7.856
PM7_Global_Hardness_ev	3.928
PM7_Global_Softness_ev	0.2545824847250509
PM7_Chemical_Potential_ev	-4.08
PM7_Electronigativity_ev	4.08
PM7_Back_Donation_Energy_ev	-0.982
PM7_Electrophilicity_ev	2.118940936863544
OPENEYE_Name	5,6-dimethoxy-2-methyl-3-[2-(4-phenylpiperazin-1-yl)ethyl]-1~{H}-indole
SMILES	c1ccc(cc1)N2CCN(CC2)CCc3c4cc(c(cc4[nH]c3C)OC)OC
Canonical_SMILES	COc1cc2c(cc1OC)[nH]c(c2CCN1CCN(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
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
AuxInfo	1/0/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)/rA:57nCCCCCCCCCCCCCCCCCCCCCCCNNNOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/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;/rC:5.1719,-7.9407,0;4.1932,-7.7355,0;5.8433,-7.1995,0;3.8826,-6.7795,0;5.5327,-6.2435,0;.868,-.4978,0;.868,1.5138,0;1.736,-.0012,0;2.6938,-.3125,0;1.736,1.0058,0;4.5508,-6.0286,0;;0,1.0058,0;3.2858,.5023,0;3.2631,-4.8723,0;4.913,-4.3363,0;2.9526,-3.9164,0;4.6025,-3.3804,0;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;4.2418,-5.0776,0;3.6207,-3.1657,0;-.8653,-.5013,0;-.8675,1.5032,0;5.3264,-8.4162,0;3.8591,-8.1076,0;6.3322,-7.3042,0;3.3932,-6.677,0;5.8684,-5.8729,0;.8677,-.9978,0;.868,2.0138,0;3.2465,-5.372,0;2.768,-4.9423,0;5.3547,-4.102,0;5.2201,-4.7309,0;2.5115,-4.1519,0;2.6432,-3.5236,0;4.6219,-2.8808,0;5.0977,-3.3118,0;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;
Duplicates	DB13403_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013250-0000013499/DB13403_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013250-0000013499/DB13403_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013250-0000013499/DB13403_p0.sdf