CompChem-Database: compound details

CompChem-Database: details for selected entry

DB06897 (6220)

Formula C₂₃H₂₂ClN₃O₂

MW 407.9

InChIKey MMGKIHLBFPJYJL-HXTKINSTNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 29

Number_Rings 4

Number_Bonds 54

Rotat_Bonds 8

Unbranched_Chain 4

Chiral_Centers 1

ONatoms 5

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 4.92

logP 5.7142

PSA 71.18

MR 116.592

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 35.6246

PM7_Total_Energy_ev -4535.7501

PM7_Electronic_Energy_ev -37030.28776

PM7_Dipole_Debye 5.62851

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.679

PM7_LUMO_Energy_ev -1.243

PM7_COSMO_Area_square_ang 431.6

PM7_COSMO_Volue_cubic_ang 482.95

PM7_Electron_Affinity_ev 1.243

PM7_Ionization_Energy_ev 8.679

PM7_Energy_Gap_ev 7.436

PM7_Global_Hardness_ev 3.718

PM7_Global_Softness_ev 0.2689618074233459

PM7_Chemical_Potential_ev -4.961

PM7_Electronigativity_ev 4.961

PM7_Back_Donation_Energy_ev -0.9295

PM7_Electrophilicity_ev 3.3097795857988164

OPENEYE_Name 3-[3-chloro-5-[5-[[(1~{S})-1-phenylethyl]amino]isoxazolo[5,4-c]pyridin-3-yl]phenyl]propan-1-ol

SMILES c1ccc(cc1)C(C)Nc2cc3c(cn2)onc3c4cc(cc(c4)Cl)CCCO

Canonical_SMILES OCCCc1cc(Cl)cc(c1)c1noc2c1cc(nc2)N[C@H](c1ccccc1)C

InChI 1/C23H22ClN3O2/c1-15(17-7-3-2-4-8-17)26-22-13-20-21(14-25-22)29-27-23(20)18-10-16(6-5-9-28)11-19(24)12-18/h2-4,7-8,10-15,28H,5-6,9H2,1H3,(H,25,26)/f/h26H

InChI_3D 1S/C23H22ClN3O2/c1-15(17-7-3-2-4-8-17)26-22-13-20-21(14-25-22)29-27-23(20)18-10-16(6-5-9-28)11-19(24)12-18/h2-4,7-8,10-15,28H,5-6,9H2,1H3,(H,25,26)/t15-/m0/s1

AuxInfo 1/1/N:19,1,2,3,21,20,4,5,22,7,9,8,6,10,23,14,13,12,16,11,15,18,17,29,24,26,25,28,27/E:(3,4)(7,8)/F:m/E:m/rA:51cCCCCCCCCCCCCCCCCCCCCCCCNNNOOClHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;;;;d6;d7s8;d4s5;s7d9;d10s11;d8s9;s11s12;s6;;s14;s20;s21;s13s19;s10d18;d17;s18s23;s15s25;s22;s16;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s19;s19;s19;s20;s20;s21;s21;s22;s22;s23;s26;s28;/rC:-4.2565,-3.6378,0;-3.2565,-3.6392,0;-4.7603,-2.7739,0;-2.7551,-2.768,0;-4.259,-1.9026,0;.868,-.4978,0;2.3347,-2.0077,0;3.9857,-1.474,0;3.6224,-3.1706,0;.868,1.5138,0;1.736,-.0012,0;3.0028,-1.2636,0;-3.2538,-1.8952,0;2.6395,-2.9601,0;1.736,1.0058,0;4.3005,-2.4286,0;2.6938,-.3125,0;;-1.8823,.4883,0;1.9682,-3.7013,0;1.2969,-4.4424,0;.6255,-5.1836,0;-2.381,-.3784,0;0,1.0058,0;3.2858,.5023,0;-1.5143,-.8772,0;2.6938,1.3169,0;-.0458,-5.9248,0;5.2783,-2.638,0;-4.5059,-4.0711,0;-3.0065,-4.0722,0;-5.2603,-2.7753,0;-2.2551,-2.7687,0;-4.5109,-1.4707,0;.8677,-.9978,0;1.8457,-1.903,0;4.3197,-1.102,0;3.7748,-3.6468,0;.868,2.0138,0;-1.4489,.2389,0;-2.3157,.7377,0;-1.6329,.9217,0;2.3388,-4.0369,0;1.5976,-3.3656,0;1.6674,-4.7781,0;.9263,-4.1068,0;.9961,-5.5193,0;.255,-4.848,0;-2.8144,-.1291,0;-1.5136,-1.3772,0;.1073,-6.4008,0;

Duplicates DB06897

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06897.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06897.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06897.sdf

Formula	C₂₃H₂₂ClN₃O₂
MW	407.9
InChIKey	MMGKIHLBFPJYJL-HXTKINSTNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	29
Number_Rings	4
Number_Bonds	54
Rotat_Bonds	8
Unbranched_Chain	4
Chiral_Centers	1
ONatoms	5
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	4.92
logP	5.7142
PSA	71.18
MR	116.592
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	35.6246
PM7_Total_Energy_ev	-4535.7501
PM7_Electronic_Energy_ev	-37030.28776
PM7_Dipole_Debye	5.62851
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.679
PM7_LUMO_Energy_ev	-1.243
PM7_COSMO_Area_square_ang	431.6
PM7_COSMO_Volue_cubic_ang	482.95
PM7_Electron_Affinity_ev	1.243
PM7_Ionization_Energy_ev	8.679
PM7_Energy_Gap_ev	7.436
PM7_Global_Hardness_ev	3.718
PM7_Global_Softness_ev	0.2689618074233459
PM7_Chemical_Potential_ev	-4.961
PM7_Electronigativity_ev	4.961
PM7_Back_Donation_Energy_ev	-0.9295
PM7_Electrophilicity_ev	3.3097795857988164
OPENEYE_Name	3-[3-chloro-5-[5-[[(1~{S})-1-phenylethyl]amino]isoxazolo[5,4-c]pyridin-3-yl]phenyl]propan-1-ol
SMILES	c1ccc(cc1)C(C)Nc2cc3c(cn2)onc3c4cc(cc(c4)Cl)CCCO
Canonical_SMILES	OCCCc1cc(Cl)cc(c1)c1noc2c1cc(nc2)N[C@H](c1ccccc1)C
InChI	1/C23H22ClN3O2/c1-15(17-7-3-2-4-8-17)26-22-13-20-21(14-25-22)29-27-23(20)18-10-16(6-5-9-28)11-19(24)12-18/h2-4,7-8,10-15,28H,5-6,9H2,1H3,(H,25,26)/f/h26H
InChI_3D	1S/C23H22ClN3O2/c1-15(17-7-3-2-4-8-17)26-22-13-20-21(14-25-22)29-27-23(20)18-10-16(6-5-9-28)11-19(24)12-18/h2-4,7-8,10-15,28H,5-6,9H2,1H3,(H,25,26)/t15-/m0/s1
AuxInfo	1/1/N:19,1,2,3,21,20,4,5,22,7,9,8,6,10,23,14,13,12,16,11,15,18,17,29,24,26,25,28,27/E:(3,4)(7,8)/F:m/E:m/rA:51cCCCCCCCCCCCCCCCCCCCCCCCNNNOOClHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;;;;d6;d7s8;d4s5;s7d9;d10s11;d8s9;s11s12;s6;;s14;s20;s21;s13s19;s10d18;d17;s18s23;s15s25;s22;s16;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s19;s19;s19;s20;s20;s21;s21;s22;s22;s23;s26;s28;/rC:-4.2565,-3.6378,0;-3.2565,-3.6392,0;-4.7603,-2.7739,0;-2.7551,-2.768,0;-4.259,-1.9026,0;.868,-.4978,0;2.3347,-2.0077,0;3.9857,-1.474,0;3.6224,-3.1706,0;.868,1.5138,0;1.736,-.0012,0;3.0028,-1.2636,0;-3.2538,-1.8952,0;2.6395,-2.9601,0;1.736,1.0058,0;4.3005,-2.4286,0;2.6938,-.3125,0;;-1.8823,.4883,0;1.9682,-3.7013,0;1.2969,-4.4424,0;.6255,-5.1836,0;-2.381,-.3784,0;0,1.0058,0;3.2858,.5023,0;-1.5143,-.8772,0;2.6938,1.3169,0;-.0458,-5.9248,0;5.2783,-2.638,0;-4.5059,-4.0711,0;-3.0065,-4.0722,0;-5.2603,-2.7753,0;-2.2551,-2.7687,0;-4.5109,-1.4707,0;.8677,-.9978,0;1.8457,-1.903,0;4.3197,-1.102,0;3.7748,-3.6468,0;.868,2.0138,0;-1.4489,.2389,0;-2.3157,.7377,0;-1.6329,.9217,0;2.3388,-4.0369,0;1.5976,-3.3656,0;1.6674,-4.7781,0;.9263,-4.1068,0;.9961,-5.5193,0;.255,-4.848,0;-2.8144,-.1291,0;-1.5136,-1.3772,0;.1073,-6.4008,0;
Duplicates	DB06897
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06897.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06897.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06897.sdf