CompChem-Database: compound details

CompChem-Database: details for selected entry

DB14799 (12034)

Formula C₂₂H₂₄Cl₂N₂O₅

MW 467.35

InChIKey RXCVUHMIWHRLDF-LNNLXFCONA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 55

Number_Heavy_Atoms 31

Number_Rings 4

Number_Bonds 58

Rotat_Bonds 6

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 7

HB_Donor 1

HB_Acceptor 2

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 2.06

logP 3.469

PSA 80.86

MR 121.942

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -153.28807

PM7_Total_Energy_ev -5407.80032

PM7_Electronic_Energy_ev -46531.5723

PM7_Dipole_Debye 9.18958

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.01

PM7_LUMO_Energy_ev -0.726

PM7_COSMO_Area_square_ang 433.75

PM7_COSMO_Volue_cubic_ang 522.31

PM7_Electron_Affinity_ev 0.726

PM7_Ionization_Energy_ev 9.01

PM7_Energy_Gap_ev 8.284

PM7_Global_Hardness_ev 4.142

PM7_Global_Softness_ev 0.24142926122646063

PM7_Chemical_Potential_ev -4.868

PM7_Electronigativity_ev 4.868

PM7_Back_Donation_Energy_ev -1.0355

PM7_Electrophilicity_ev 2.860625784645099

OPENEYE_Name 5,8-dichloro-2-[(4-methoxy-6-methyl-2-oxo-1~{H}-pyridin-3-yl)methyl]-7-[(~{R})-methoxy(oxetan-3-yl)methyl]-3,4-dihydroisoquinolin-1-one

SMILES c1c(c(c2c(c1Cl)CCN(C2=O)Cc3c(cc([nH]c3=O)C)OC)Cl)C(C4COC4)OC

Canonical_SMILES CO[C@@H](c1cc(Cl)c2c(c1Cl)C(=O)N(CC2)Cc1c(OC)cc([nH]c1=O)C)C1COC1

InChI 1/C22H24Cl2N2O5/c1-11-6-17(29-2)15(21(27)25-11)8-26-5-4-13-16(23)7-14(19(24)18(13)22(26)28)20(30-3)12-9-31-10-12/h6-7,12,20H,4-5,8-10H2,1-3H3,(H,25,27)/f/h25H

InChI_3D 1S/C22H24Cl2N2O5/c1-11-6-17(29-2)15(21(27)25-11)8-26-5-4-13-16(23)7-14(19(24)18(13)22(26)28)20(30-3)12-9-31-10-12/h6-7,12,20H,4-5,8-10H2,1-3H3,(H,25,27)/t20-/m1/s1

AuxInfo 1/1/N:18,19,20,13,14,7,1,21,15,16,11,17,3,4,9,5,10,2,6,22,12,8,30,31,23,24,26,25,28,29,27/E:(9,10)/F:m/E:m/rA:55cCCCCCCCCCCCCCCCCCCCCCCNNOOOOOClClHHHHHHHHHHHHHHHHHHHHHHHH/rB:;s2;d1;s1d3;d2s4;;s2;;s7d9;d7;s9;s3;s13;;;s15s16;s11;;;s9;s4s17;s11s12;s8s14s21;d8;d12;s15s16;s10s19;s20s22;s5;s6;s1;s7;s13;s13;s14;s14;s15;s15;s16;s16;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s22;s23;/rC:;1.7414,1.0089,0;1.7371,0,0;0,1.0089,0;.8707,-.4993,0;.8707,1.5185,0;7.6086,2.3519,0;2.6125,1.5125,0;5.8737,2.3637,0;6.7378,1.8603,0;7.6154,3.3571,0;5.8805,3.3689,0;2.6039,-.5053,0;3.4805,-.0073,0;-3.2531,2.8742,0;-1.8882,3.2443,0;-2.3856,2.3768,0;8.4863,3.8486,0;5.8616,.3662,0;-1.8624,-.2287,0;4.3535,1.4968,0;-.8675,1.5063,0;6.7514,3.8707,0;3.4848,1.0014,0;2.6154,2.5125,0;5.0164,3.8722,0;-2.7557,3.7417,0;6.731,.8603,0;-1.3649,.6388,0;.8718,-1.4993,0;.8707,2.5185,0;-.4326,-.2506,0;8.0396,2.0984,0;2.923,-.8903,0;2.2806,-.8867,0;3.9733,.077,0;3.6487,-.4782,0;-3.5018,2.4405,0;-3.6868,3.1229,0;-1.6395,3.678,0;-1.4545,2.9956,0;-2.6343,1.9431,0;8.7321,3.4132,0;8.2405,4.2841,0;8.9217,4.0944,0;5.6145,.8009,0;6.1086,-.0685,0;5.4269,.1192,0;-1.4286,-.4774,0;-2.1111,-.6624,0;-2.2961,.02,0;4.6012,1.0624,0;4.1058,1.9311,0;-.6188,1.9401,0;6.7548,4.3706,0;

Duplicates DB14799

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014750-0000014999/DB14799.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014750-0000014999/DB14799.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014750-0000014999/DB14799.sdf

Formula	C₂₂H₂₄Cl₂N₂O₅
MW	467.35
InChIKey	RXCVUHMIWHRLDF-LNNLXFCONA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	55
Number_Heavy_Atoms	31
Number_Rings	4
Number_Bonds	58
Rotat_Bonds	6
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	7
HB_Donor	1
HB_Acceptor	2
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	2.06
logP	3.469
PSA	80.86
MR	121.942
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-153.28807
PM7_Total_Energy_ev	-5407.80032
PM7_Electronic_Energy_ev	-46531.5723
PM7_Dipole_Debye	9.18958
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.01
PM7_LUMO_Energy_ev	-0.726
PM7_COSMO_Area_square_ang	433.75
PM7_COSMO_Volue_cubic_ang	522.31
PM7_Electron_Affinity_ev	0.726
PM7_Ionization_Energy_ev	9.01
PM7_Energy_Gap_ev	8.284
PM7_Global_Hardness_ev	4.142
PM7_Global_Softness_ev	0.24142926122646063
PM7_Chemical_Potential_ev	-4.868
PM7_Electronigativity_ev	4.868
PM7_Back_Donation_Energy_ev	-1.0355
PM7_Electrophilicity_ev	2.860625784645099
OPENEYE_Name	5,8-dichloro-2-[(4-methoxy-6-methyl-2-oxo-1~{H}-pyridin-3-yl)methyl]-7-[(~{R})-methoxy(oxetan-3-yl)methyl]-3,4-dihydroisoquinolin-1-one
SMILES	c1c(c(c2c(c1Cl)CCN(C2=O)Cc3c(cc([nH]c3=O)C)OC)Cl)C(C4COC4)OC
Canonical_SMILES	CO[C@@H](c1cc(Cl)c2c(c1Cl)C(=O)N(CC2)Cc1c(OC)cc([nH]c1=O)C)C1COC1
InChI	1/C22H24Cl2N2O5/c1-11-6-17(29-2)15(21(27)25-11)8-26-5-4-13-16(23)7-14(19(24)18(13)22(26)28)20(30-3)12-9-31-10-12/h6-7,12,20H,4-5,8-10H2,1-3H3,(H,25,27)/f/h25H
InChI_3D	1S/C22H24Cl2N2O5/c1-11-6-17(29-2)15(21(27)25-11)8-26-5-4-13-16(23)7-14(19(24)18(13)22(26)28)20(30-3)12-9-31-10-12/h6-7,12,20H,4-5,8-10H2,1-3H3,(H,25,27)/t20-/m1/s1
AuxInfo	1/1/N:18,19,20,13,14,7,1,21,15,16,11,17,3,4,9,5,10,2,6,22,12,8,30,31,23,24,26,25,28,29,27/E:(9,10)/F:m/E:m/rA:55cCCCCCCCCCCCCCCCCCCCCCCNNOOOOOClClHHHHHHHHHHHHHHHHHHHHHHHH/rB:;s2;d1;s1d3;d2s4;;s2;;s7d9;d7;s9;s3;s13;;;s15s16;s11;;;s9;s4s17;s11s12;s8s14s21;d8;d12;s15s16;s10s19;s20s22;s5;s6;s1;s7;s13;s13;s14;s14;s15;s15;s16;s16;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s22;s23;/rC:;1.7414,1.0089,0;1.7371,0,0;0,1.0089,0;.8707,-.4993,0;.8707,1.5185,0;7.6086,2.3519,0;2.6125,1.5125,0;5.8737,2.3637,0;6.7378,1.8603,0;7.6154,3.3571,0;5.8805,3.3689,0;2.6039,-.5053,0;3.4805,-.0073,0;-3.2531,2.8742,0;-1.8882,3.2443,0;-2.3856,2.3768,0;8.4863,3.8486,0;5.8616,.3662,0;-1.8624,-.2287,0;4.3535,1.4968,0;-.8675,1.5063,0;6.7514,3.8707,0;3.4848,1.0014,0;2.6154,2.5125,0;5.0164,3.8722,0;-2.7557,3.7417,0;6.731,.8603,0;-1.3649,.6388,0;.8718,-1.4993,0;.8707,2.5185,0;-.4326,-.2506,0;8.0396,2.0984,0;2.923,-.8903,0;2.2806,-.8867,0;3.9733,.077,0;3.6487,-.4782,0;-3.5018,2.4405,0;-3.6868,3.1229,0;-1.6395,3.678,0;-1.4545,2.9956,0;-2.6343,1.9431,0;8.7321,3.4132,0;8.2405,4.2841,0;8.9217,4.0944,0;5.6145,.8009,0;6.1086,-.0685,0;5.4269,.1192,0;-1.4286,-.4774,0;-2.1111,-.6624,0;-2.2961,.02,0;4.6012,1.0624,0;4.1058,1.9311,0;-.6188,1.9401,0;6.7548,4.3706,0;
Duplicates	DB14799
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014750-0000014999/DB14799.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014750-0000014999/DB14799.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014750-0000014999/DB14799.sdf