CompChem-Database: compound details

CompChem-Database: details for selected entry

DB12854_s0_p0_t1 (10619)

Formula C₂₄H₁₈ClN₄O₄

MW 461.88

InChIKey GKZHSUANGXCTNZ-XYVZQOANNA-O

Entry_Date 2023-09-01

Net_Charge 1

Number_Atoms 51

Number_Heavy_Atoms 33

Number_Rings 5

Number_Bonds 55

Rotat_Bonds 5

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 8

HB_Donor 1

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 3.56

logP 2.0278

PSA 115.41

MR 131.752

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 185.63525

PM7_Total_Energy_ev -5372.44012

PM7_Electronic_Energy_ev -46758.82828

PM7_Dipole_Debye 16.47823

PM7_Point_Group C1

PM7_HOMO_Energy_ev -11.392

PM7_LUMO_Energy_ev -7.21

PM7_COSMO_Area_square_ang 424.24

PM7_COSMO_Volue_cubic_ang 501.98

PM7_Electron_Affinity_ev 7.21

PM7_Ionization_Energy_ev 11.392

PM7_Energy_Gap_ev 4.182

PM7_Global_Hardness_ev 2.091

PM7_Global_Softness_ev 0.4782400765184122

PM7_Chemical_Potential_ev -9.301

PM7_Electronigativity_ev 9.301

PM7_Back_Donation_Energy_ev -0.52275

PM7_Electrophilicity_ev 20.685939980870398

OPENEYE_Name (~{Z})-[5-[(1~{S})-2-(5-chloro-2-methyl-phenyl)-1-hydroxy-3-oxo-isoindolin-1-yl]benzimidazol-2-ylidene]-methoxycarbonyl-ammonium

SMILES c1ccc2c(c1)C(=O)N(C2(c3ccc4=NC(=[NH+]C(=O)OC)N=c4c3)O)c5cc(ccc5C)Cl

Canonical_SMILES COC(=O)/[NH]=C1/N=c2c(=N1)cc(cc2)[C@]1(O)c2ccccc2C(=O)N1c1cc(Cl)ccc1C

InChI 1/C24H17ClN4O4/c1-13-7-9-15(25)12-20(13)29-21(30)16-5-3-4-6-17(16)24(29,32)14-8-10-18-19(11-14)27-22(26-18)28-23(31)33-2/h3-12,32H,1-2H3/p+1/fC24H18ClN4O4/h28H/q+1

InChI_3D 1S/C24H18ClN4O4/c1-13-7-9-15(25)12-20(13)29-21(30)16-5-3-4-6-17(16)24(29,32)14-8-10-18-19(11-14)27-22(26-18)28-23(31)33-2/h3-12,28,32H,1-2H3/b28-22-/t24-/m0/s1

AuxInfo 1/1/N:23,24,1,2,3,4,5,13,6,14,15,7,10,17,12,8,9,18,19,11,16,20,21,22,33,25,26,28,27,29,30,31,32/F:m/rA:51cCCCCCCCCCCCCCCCCCCCCCCCCNNNN+OOOOClHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;d5;;d3;d4s8;s5;s7d10;s6d7;;d13;;s8;s13d15;s14;s15s18;;;s9s17;s10;;d18s20;d19s20;s11s16s22;w20s21;d16;d21;s22;s21s24;s12;s1;s2;s3;s4;s5;s6;s7;s13;s14;s15;s23;s23;s23;s24;s24;s24;s28;s31;/rC:;0,1.0058,0;.868,-.4979,0;.868,1.5137,0;6.5371,-.3673,0;7.041,.5025,0;5.5396,1.3721,0;1.736,-.0013,0;1.736,1.0058,0;5.5371,-.363,0;5.0358,.5023,0;6.5447,1.3767,0;2.5723,3.7301,0;2.1674,4.6506,0;.9871,3.0216,0;2.6938,-.3126,0;1.9822,2.9156,0;1.1665,4.7486,0;.5756,3.9331,0;-.384,5.2501,0;-2.1068,5.429,0;2.6938,1.3168,0;5.0359,-1.2283,0;-3.8296,5.6079,0;.5733,5.5624,0;-.3827,4.2429,0;3.2858,.5022,0;-1.1937,5.8369,0;3.0028,-1.2637,0;-2.2101,4.4343,0;3.5598,1.8168,0;-2.9165,6.0158,0;7.046,2.242,0;-.4327,-.2506,0;-.4337,1.2545,0;.8677,-.9979,0;.868,2.0137,0;6.7859,-.801,0;7.541,.5004,0;5.2889,1.8048,0;3.0695,3.677,0;2.4607,5.0555,0;.694,2.6166,0;5.4686,-1.4789,0;4.7853,-1.661,0;4.6033,-.9777,0;-4.0335,6.0644,0;-3.6256,5.1514,0;-4.2861,5.4039,0;-1.1421,6.3342,0;3.5598,2.3168,0;

Duplicates DB12854_s0_p0_t1;DB12854_s0_p7_t0;DB12854_s0_p7_t1

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012750-0000012999/DB12854_s0_p0_t1.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012750-0000012999/DB12854_s0_p0_t1.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012750-0000012999/DB12854_s0_p0_t1.sdf

Formula	C₂₄H₁₈ClN₄O₄
MW	461.88
InChIKey	GKZHSUANGXCTNZ-XYVZQOANNA-O
Entry_Date	2023-09-01
Net_Charge	1
Number_Atoms	51
Number_Heavy_Atoms	33
Number_Rings	5
Number_Bonds	55
Rotat_Bonds	5
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	8
HB_Donor	1
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	3.56
logP	2.0278
PSA	115.41
MR	131.752
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	185.63525
PM7_Total_Energy_ev	-5372.44012
PM7_Electronic_Energy_ev	-46758.82828
PM7_Dipole_Debye	16.47823
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-11.392
PM7_LUMO_Energy_ev	-7.21
PM7_COSMO_Area_square_ang	424.24
PM7_COSMO_Volue_cubic_ang	501.98
PM7_Electron_Affinity_ev	7.21
PM7_Ionization_Energy_ev	11.392
PM7_Energy_Gap_ev	4.182
PM7_Global_Hardness_ev	2.091
PM7_Global_Softness_ev	0.4782400765184122
PM7_Chemical_Potential_ev	-9.301
PM7_Electronigativity_ev	9.301
PM7_Back_Donation_Energy_ev	-0.52275
PM7_Electrophilicity_ev	20.685939980870398
OPENEYE_Name	(~{Z})-[5-[(1~{S})-2-(5-chloro-2-methyl-phenyl)-1-hydroxy-3-oxo-isoindolin-1-yl]benzimidazol-2-ylidene]-methoxycarbonyl-ammonium
SMILES	c1ccc2c(c1)C(=O)N(C2(c3ccc4=NC(=[NH+]C(=O)OC)N=c4c3)O)c5cc(ccc5C)Cl
Canonical_SMILES	COC(=O)/[NH]=C1/N=c2c(=N1)cc(cc2)[C@]1(O)c2ccccc2C(=O)N1c1cc(Cl)ccc1C
InChI	1/C24H17ClN4O4/c1-13-7-9-15(25)12-20(13)29-21(30)16-5-3-4-6-17(16)24(29,32)14-8-10-18-19(11-14)27-22(26-18)28-23(31)33-2/h3-12,32H,1-2H3/p+1/fC24H18ClN4O4/h28H/q+1
InChI_3D	1S/C24H18ClN4O4/c1-13-7-9-15(25)12-20(13)29-21(30)16-5-3-4-6-17(16)24(29,32)14-8-10-18-19(11-14)27-22(26-18)28-23(31)33-2/h3-12,28,32H,1-2H3/b28-22-/t24-/m0/s1
AuxInfo	1/1/N:23,24,1,2,3,4,5,13,6,14,15,7,10,17,12,8,9,18,19,11,16,20,21,22,33,25,26,28,27,29,30,31,32/F:m/rA:51cCCCCCCCCCCCCCCCCCCCCCCCCNNNN+OOOOClHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;d5;;d3;d4s8;s5;s7d10;s6d7;;d13;;s8;s13d15;s14;s15s18;;;s9s17;s10;;d18s20;d19s20;s11s16s22;w20s21;d16;d21;s22;s21s24;s12;s1;s2;s3;s4;s5;s6;s7;s13;s14;s15;s23;s23;s23;s24;s24;s24;s28;s31;/rC:;0,1.0058,0;.868,-.4979,0;.868,1.5137,0;6.5371,-.3673,0;7.041,.5025,0;5.5396,1.3721,0;1.736,-.0013,0;1.736,1.0058,0;5.5371,-.363,0;5.0358,.5023,0;6.5447,1.3767,0;2.5723,3.7301,0;2.1674,4.6506,0;.9871,3.0216,0;2.6938,-.3126,0;1.9822,2.9156,0;1.1665,4.7486,0;.5756,3.9331,0;-.384,5.2501,0;-2.1068,5.429,0;2.6938,1.3168,0;5.0359,-1.2283,0;-3.8296,5.6079,0;.5733,5.5624,0;-.3827,4.2429,0;3.2858,.5022,0;-1.1937,5.8369,0;3.0028,-1.2637,0;-2.2101,4.4343,0;3.5598,1.8168,0;-2.9165,6.0158,0;7.046,2.242,0;-.4327,-.2506,0;-.4337,1.2545,0;.8677,-.9979,0;.868,2.0137,0;6.7859,-.801,0;7.541,.5004,0;5.2889,1.8048,0;3.0695,3.677,0;2.4607,5.0555,0;.694,2.6166,0;5.4686,-1.4789,0;4.7853,-1.661,0;4.6033,-.9777,0;-4.0335,6.0644,0;-3.6256,5.1514,0;-4.2861,5.4039,0;-1.1421,6.3342,0;3.5598,2.3168,0;
Duplicates	DB12854_s0_p0_t1;DB12854_s0_p7_t0;DB12854_s0_p7_t1
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012750-0000012999/DB12854_s0_p0_t1.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012750-0000012999/DB12854_s0_p0_t1.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012750-0000012999/DB12854_s0_p0_t1.sdf