CompChem-Database: compound details

CompChem-Database: details for selected entry

DB01771 (2002)

Formula C₂₀H₂₀ClN₃O₂

MW 369.85

InChIKey QXAURVOBXQBPAP-KCXCKTAENA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 47

Number_Heavy_Atoms 26

Number_Rings 4

Number_Bonds 50

Rotat_Bonds 5

Unbranched_Chain 1

Chiral_Centers 0

ONatoms 5

HB_Donor 3

HB_Acceptor 1

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 3.99

logP 5.8136

PSA 97.29

MR 106.6

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 19.80602

PM7_Total_Energy_ev -4140.49707

PM7_Electronic_Energy_ev -32026.89924

PM7_Dipole_Debye 25.86529

PM7_Point_Group C1

PM7_HOMO_Energy_ev -6.532

PM7_LUMO_Energy_ev -2.054

PM7_COSMO_Area_square_ang 376.25

PM7_COSMO_Volue_cubic_ang 424.41

PM7_Electron_Affinity_ev 2.054

PM7_Ionization_Energy_ev 6.532

PM7_Energy_Gap_ev 4.478

PM7_Global_Hardness_ev 2.239

PM7_Global_Softness_ev 0.4466279589102278

PM7_Chemical_Potential_ev -4.293

PM7_Electronigativity_ev 4.293

PM7_Back_Donation_Energy_ev -0.55975

PM7_Electrophilicity_ev 4.1156429209468515

OPENEYE_Name 2-[5-[amino(azaniumylidene)methyl]-6-chloro-1~{H}-indol-2-yl]-6-(cyclopentoxy)phenolate

SMILES c1cc(c(c(c1)OC2CCCC2)[O-])c3cc4cc(c(cc4[nH]3)Cl)C(=[NH2+])N

Canonical_SMILES Oc1c(cccc1c1[nH]c2c(c1)cc(c(c2)Cl)C(=[NH2])N)OC1CCCC1

InChI 1/C20H20ClN3O2/c21-15-10-16-11(8-14(15)20(22)23)9-17(24-16)13-6-3-7-18(19(13)25)26-12-4-1-2-5-12/h3,6-10,12,24-25H,1-2,4-5H2,(H3,22,23)/f/h25h,22-23H2

InChI_3D 1S/C20H21ClN3O2/c21-15-10-16-11(8-14(15)20(22)23)9-17(24-16)13-6-3-7-18(19(13)25)26-12-4-1-2-5-12/h3,6-10,12,24-25H,1-2,4-5,22-23H2

AuxInfo 1/1/N:16,17,1,18,19,2,3,4,5,6,7,20,8,9,13,10,14,12,11,15,26,22,23,21,24,25/E:(1,2)(4,5)(22,23)/F:m/E:m/rA:46nCCCCCCCCCCCCCCCCCCCCNNN+O-OClHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;;d4s5;s2;s4;d6s7;d8;d3s11;s6d9;d5s8;s9;;s16;s16;s17;s18s19;s10s14;s15;d15;s11;s12s20;s13;s1;s2;s3;s4;s5;s6;s16;s16;s17;s17;s18;s18;s19;s19;s20;s21;s22;s22;s23;s23;/rC:5.787,1.3721,0;4.787,1.3677,0;6.291,.5024,0;.868,-.4978,0;2.6938,-.3125,0;.868,1.5138,0;1.736,-.0012,0;4.2858,.5024,0;;1.736,1.0058,0;4.7897,-.3674,0;5.7948,-.3718,0;0,1.0058,0;3.2858,.5023,0;-.8653,-.5013,0;8.8568,-2.6343,0;9.5271,-1.89,0;7.9411,-2.2289,0;9.0234,-1.0211,0;8.0462,-1.2345,0;2.6938,1.3169,0;-1.732,-.0025,0;-.8639,-1.5013,0;4.2885,-1.2327,0;6.2962,-1.2371,0;-.8675,1.5032,0;6.0358,1.8059,0;4.5364,1.8003,0;6.791,.5046,0;.8677,-.9978,0;2.8483,-.788,0;.868,2.0138,0;9.2615,-2.9279,0;8.6074,-3.0677,0;9.9313,-1.5957,0;9.8619,-2.2614,0;7.7872,-2.7047,0;7.452,-2.1252,0;8.8668,-.5462,0;9.4795,-.8163,0;7.9921,-.7374,0;2.8483,1.7924,0;-1.7328,.4975,0;-2.1647,-.2531,0;-1.2965,-1.7519,0;-.4305,-1.7506,0;

Duplicates DB01771

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001750-0000001999/DB01771.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001750-0000001999/DB01771.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001750-0000001999/DB01771.sdf

Formula	C₂₀H₂₀ClN₃O₂
MW	369.85
InChIKey	QXAURVOBXQBPAP-KCXCKTAENA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	47
Number_Heavy_Atoms	26
Number_Rings	4
Number_Bonds	50
Rotat_Bonds	5
Unbranched_Chain	1
Chiral_Centers	0
ONatoms	5
HB_Donor	3
HB_Acceptor	1
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	3.99
logP	5.8136
PSA	97.29
MR	106.6
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	19.80602
PM7_Total_Energy_ev	-4140.49707
PM7_Electronic_Energy_ev	-32026.89924
PM7_Dipole_Debye	25.86529
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-6.532
PM7_LUMO_Energy_ev	-2.054
PM7_COSMO_Area_square_ang	376.25
PM7_COSMO_Volue_cubic_ang	424.41
PM7_Electron_Affinity_ev	2.054
PM7_Ionization_Energy_ev	6.532
PM7_Energy_Gap_ev	4.478
PM7_Global_Hardness_ev	2.239
PM7_Global_Softness_ev	0.4466279589102278
PM7_Chemical_Potential_ev	-4.293
PM7_Electronigativity_ev	4.293
PM7_Back_Donation_Energy_ev	-0.55975
PM7_Electrophilicity_ev	4.1156429209468515
OPENEYE_Name	2-[5-[amino(azaniumylidene)methyl]-6-chloro-1~{H}-indol-2-yl]-6-(cyclopentoxy)phenolate
SMILES	c1cc(c(c(c1)OC2CCCC2)[O-])c3cc4cc(c(cc4[nH]3)Cl)C(=[NH2+])N
Canonical_SMILES	Oc1c(cccc1c1[nH]c2c(c1)cc(c(c2)Cl)C(=[NH2])N)OC1CCCC1
InChI	1/C20H20ClN3O2/c21-15-10-16-11(8-14(15)20(22)23)9-17(24-16)13-6-3-7-18(19(13)25)26-12-4-1-2-5-12/h3,6-10,12,24-25H,1-2,4-5H2,(H3,22,23)/f/h25h,22-23H2
InChI_3D	1S/C20H21ClN3O2/c21-15-10-16-11(8-14(15)20(22)23)9-17(24-16)13-6-3-7-18(19(13)25)26-12-4-1-2-5-12/h3,6-10,12,24-25H,1-2,4-5,22-23H2
AuxInfo	1/1/N:16,17,1,18,19,2,3,4,5,6,7,20,8,9,13,10,14,12,11,15,26,22,23,21,24,25/E:(1,2)(4,5)(22,23)/F:m/E:m/rA:46nCCCCCCCCCCCCCCCCCCCCNNN+O-OClHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;;d4s5;s2;s4;d6s7;d8;d3s11;s6d9;d5s8;s9;;s16;s16;s17;s18s19;s10s14;s15;d15;s11;s12s20;s13;s1;s2;s3;s4;s5;s6;s16;s16;s17;s17;s18;s18;s19;s19;s20;s21;s22;s22;s23;s23;/rC:5.787,1.3721,0;4.787,1.3677,0;6.291,.5024,0;.868,-.4978,0;2.6938,-.3125,0;.868,1.5138,0;1.736,-.0012,0;4.2858,.5024,0;;1.736,1.0058,0;4.7897,-.3674,0;5.7948,-.3718,0;0,1.0058,0;3.2858,.5023,0;-.8653,-.5013,0;8.8568,-2.6343,0;9.5271,-1.89,0;7.9411,-2.2289,0;9.0234,-1.0211,0;8.0462,-1.2345,0;2.6938,1.3169,0;-1.732,-.0025,0;-.8639,-1.5013,0;4.2885,-1.2327,0;6.2962,-1.2371,0;-.8675,1.5032,0;6.0358,1.8059,0;4.5364,1.8003,0;6.791,.5046,0;.8677,-.9978,0;2.8483,-.788,0;.868,2.0138,0;9.2615,-2.9279,0;8.6074,-3.0677,0;9.9313,-1.5957,0;9.8619,-2.2614,0;7.7872,-2.7047,0;7.452,-2.1252,0;8.8668,-.5462,0;9.4795,-.8163,0;7.9921,-.7374,0;2.8483,1.7924,0;-1.7328,.4975,0;-2.1647,-.2531,0;-1.2965,-1.7519,0;-.4305,-1.7506,0;
Duplicates	DB01771
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001750-0000001999/DB01771.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001750-0000001999/DB01771.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001750-0000001999/DB01771.sdf