CompChem-Database: compound details

CompChem-Database: details for selected entry

DB03496_p7 (3777)

Formula C₂₁H₂₀ClNO₅

MW 401.85

InChIKey BIIVYFLTOXDAOV-BDMWAWHFNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 49

Number_Heavy_Atoms 28

Number_Rings 4

Number_Bonds 52

Rotat_Bonds 5

Unbranched_Chain 1

Chiral_Centers 2

ONatoms 6

HB_Donor 4

HB_Acceptor 4

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 1.88

logP 3.4567

PSA 95.34

MR 112.799

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -112.26819

PM7_Total_Energy_ev -4776.44031

PM7_Electronic_Energy_ev -39811.24484

PM7_Dipole_Debye 27.50574

PM7_Point_Group C1

PM7_HOMO_Energy_ev -7.085

PM7_LUMO_Energy_ev -1.206

PM7_COSMO_Area_square_ang 366.18

PM7_COSMO_Volue_cubic_ang 446.11

PM7_Electron_Affinity_ev 1.206

PM7_Ionization_Energy_ev 7.085

PM7_Energy_Gap_ev 5.879

PM7_Global_Hardness_ev 2.9395

PM7_Global_Softness_ev 0.34019391052900155

PM7_Chemical_Potential_ev -4.1455

PM7_Electronigativity_ev 4.1455

PM7_Back_Donation_Energy_ev -0.734875

PM7_Electrophilicity_ev 2.9231451352270796

OPENEYE_Name 2-(2-chlorophenyl)-7-hydroxy-8-[(1~{S},3~{S},4~{R})-3-hydroxy-1-methyl-piperidin-1-ium-4-yl]-4-oxo-chromen-5-olate

SMILES c1ccc(c(c1)c2cc(=O)c3c(o2)c(c(cc3[O-])O)C4CC[NH+](CC4O)C)Cl

Canonical_SMILES C[N@H+]1CC[C@@H]([C@@H](C1)O)c1c(O)cc(c2c1oc(cc2=O)c1ccccc1Cl)O

InChI 1/C21H20ClNO5/c1-23-7-6-12(17(27)10-23)19-14(24)8-15(25)20-16(26)9-18(28-21(19)20)11-4-2-3-5-13(11)22/h2-5,8-9,12,17,24-25,27H,6-7,10H2,1H3/f/h25h,23H

InChI_3D 1S/C21H20ClNO5/c1-23-7-6-12(17(27)10-23)19-14(24)8-15(25)20-16(26)9-18(28-21(19)20)11-4-2-3-5-13(11)22/h2-5,8-9,12,17,24-25,27H,6-7,10H2,1H3/p+1/t12-,17+/m0/s1

AuxInfo 1/1/N:21,1,2,3,4,16,17,5,13,18,6,19,12,11,10,15,20,14,8,7,9,28,22,26,25,23,27,24/F:m/rA:48cCCCCCCCCCCCCCCCCCCCCCN+OOO-OOClHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;d3;;;d7s8;d5s7;s5d8;d4s6;;s6d13;s7s13;;s16;;s8s16;s18s19;;s17s18s21;d15;s9s14;s10;s11;s20;s12;s1;s2;s3;s4;s5;s13;s16;s16;s17;s17;s18;s18;s19;s20;s21;s21;s21;s26;s27;s22;/rC:3.1628,-2.9887,0;3.5087,-3.927,0;2.1782,-2.8134,0;2.8635,-4.6979,0;-2.7612,-1.9444,0;1.533,-3.5843,0;-1.4314,-3.0604,0;-1.1236,-1.3417,0;-.7836,-2.2895,0;-2.4157,-2.8834,0;-2.1152,-1.1736,0;1.8724,-4.5304,0;-.0993,-4.1799,0;.5485,-3.4089,0;-1.0897,-4.0017,0;-.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;;.8675,.4975,0;-1.1275,3.3488,0;0,2.0104,0;-1.7341,-4.7664,0;.206,-2.4597,0;-3.0584,-3.6495,0;-2.4606,-.2351,0;1.4629,-1.1481,0;1.2306,-5.2972,0;3.4837,-2.6053,0;4.0013,-4.0125,0;2.0073,-2.3435,0;3.0365,-5.167,0;-3.2538,-1.8586,0;.0708,-4.6501,0;-1.0376,.0273,0;-1.36,.5838,0;-1.3597,1.4149,0;-1.0404,1.9719,0;1.0404,1.9719,0;1.3597,1.4149,0;.321,-.3833,0;1.36,.5838,0;-.7451,3.6709,0;-1.5099,3.0266,0;-1.4497,3.7312,0;-2.9533,-.1501,0;1.9551,-1.2359,0;.3221,2.3928,0;

Duplicates DB03496_p7

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03496_p7.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03496_p7.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03496_p7.sdf

Formula	C₂₁H₂₀ClNO₅
MW	401.85
InChIKey	BIIVYFLTOXDAOV-BDMWAWHFNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	49
Number_Heavy_Atoms	28
Number_Rings	4
Number_Bonds	52
Rotat_Bonds	5
Unbranched_Chain	1
Chiral_Centers	2
ONatoms	6
HB_Donor	4
HB_Acceptor	4
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	1.88
logP	3.4567
PSA	95.34
MR	112.799
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-112.26819
PM7_Total_Energy_ev	-4776.44031
PM7_Electronic_Energy_ev	-39811.24484
PM7_Dipole_Debye	27.50574
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-7.085
PM7_LUMO_Energy_ev	-1.206
PM7_COSMO_Area_square_ang	366.18
PM7_COSMO_Volue_cubic_ang	446.11
PM7_Electron_Affinity_ev	1.206
PM7_Ionization_Energy_ev	7.085
PM7_Energy_Gap_ev	5.879
PM7_Global_Hardness_ev	2.9395
PM7_Global_Softness_ev	0.34019391052900155
PM7_Chemical_Potential_ev	-4.1455
PM7_Electronigativity_ev	4.1455
PM7_Back_Donation_Energy_ev	-0.734875
PM7_Electrophilicity_ev	2.9231451352270796
OPENEYE_Name	2-(2-chlorophenyl)-7-hydroxy-8-[(1~{S},3~{S},4~{R})-3-hydroxy-1-methyl-piperidin-1-ium-4-yl]-4-oxo-chromen-5-olate
SMILES	c1ccc(c(c1)c2cc(=O)c3c(o2)c(c(cc3[O-])O)C4CC[NH+](CC4O)C)Cl
Canonical_SMILES	C[N@H+]1CC[C@@H]([C@@H](C1)O)c1c(O)cc(c2c1oc(cc2=O)c1ccccc1Cl)O
InChI	1/C21H20ClNO5/c1-23-7-6-12(17(27)10-23)19-14(24)8-15(25)20-16(26)9-18(28-21(19)20)11-4-2-3-5-13(11)22/h2-5,8-9,12,17,24-25,27H,6-7,10H2,1H3/f/h25h,23H
InChI_3D	1S/C21H20ClNO5/c1-23-7-6-12(17(27)10-23)19-14(24)8-15(25)20-16(26)9-18(28-21(19)20)11-4-2-3-5-13(11)22/h2-5,8-9,12,17,24-25,27H,6-7,10H2,1H3/p+1/t12-,17+/m0/s1
AuxInfo	1/1/N:21,1,2,3,4,16,17,5,13,18,6,19,12,11,10,15,20,14,8,7,9,28,22,26,25,23,27,24/F:m/rA:48cCCCCCCCCCCCCCCCCCCCCCN+OOO-OOClHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;d3;;;d7s8;d5s7;s5d8;d4s6;;s6d13;s7s13;;s16;;s8s16;s18s19;;s17s18s21;d15;s9s14;s10;s11;s20;s12;s1;s2;s3;s4;s5;s13;s16;s16;s17;s17;s18;s18;s19;s20;s21;s21;s21;s26;s27;s22;/rC:3.1628,-2.9887,0;3.5087,-3.927,0;2.1782,-2.8134,0;2.8635,-4.6979,0;-2.7612,-1.9444,0;1.533,-3.5843,0;-1.4314,-3.0604,0;-1.1236,-1.3417,0;-.7836,-2.2895,0;-2.4157,-2.8834,0;-2.1152,-1.1736,0;1.8724,-4.5304,0;-.0993,-4.1799,0;.5485,-3.4089,0;-1.0897,-4.0017,0;-.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;;.8675,.4975,0;-1.1275,3.3488,0;0,2.0104,0;-1.7341,-4.7664,0;.206,-2.4597,0;-3.0584,-3.6495,0;-2.4606,-.2351,0;1.4629,-1.1481,0;1.2306,-5.2972,0;3.4837,-2.6053,0;4.0013,-4.0125,0;2.0073,-2.3435,0;3.0365,-5.167,0;-3.2538,-1.8586,0;.0708,-4.6501,0;-1.0376,.0273,0;-1.36,.5838,0;-1.3597,1.4149,0;-1.0404,1.9719,0;1.0404,1.9719,0;1.3597,1.4149,0;.321,-.3833,0;1.36,.5838,0;-.7451,3.6709,0;-1.5099,3.0266,0;-1.4497,3.7312,0;-2.9533,-.1501,0;1.9551,-1.2359,0;.3221,2.3928,0;
Duplicates	DB03496_p7
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03496_p7.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03496_p7.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03496_p7.sdf