CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5186183_m2_p0_t1 (2528009)

Formula C₂₃H₂₃ClN₅O₃

MW 452.92

InChIKey AJLOTVNOVBMMQS-IRGXWCOGNA-O

Entry_Date 2023-09-01

Net_Charge 1

Number_Atoms 55

Number_Heavy_Atoms 32

Number_Rings 5

Number_Bonds 59

Rotat_Bonds 7

Unbranched_Chain 3

Chiral_Centers 0

ONatoms 8

HB_Donor 4

HB_Acceptor 2

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 3.83

logP 3.6197

PSA 115.68

MR 132.192

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 179.90089

PM7_Total_Energy_ev -5209.47028

PM7_Electronic_Energy_ev -43816.84995

PM7_Dipole_Debye 43.70751

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.974

PM7_LUMO_Energy_ev -4.028

PM7_COSMO_Area_square_ang 454.97

PM7_COSMO_Volue_cubic_ang 516.2

PM7_Electron_Affinity_ev 4.028

PM7_Ionization_Energy_ev 9.974

PM7_Energy_Gap_ev 5.946

PM7_Global_Hardness_ev 2.973

PM7_Global_Softness_ev 0.3363605785401951

PM7_Chemical_Potential_ev -7.001

PM7_Electronigativity_ev 7.001

PM7_Back_Donation_Energy_ev -0.74325

PM7_Electrophilicity_ev 8.24318886646485

OPENEYE_Name 2-[(~{E})-[2-(5-chloro-2-hydroxy-1~{H}-indol-3-yl)indol-3-ylidene]amino]oxy-~{N}-piperidin-1-ium-4-yl-acetamide

SMILES c1ccc2c(c1)C(=NOCC(=O)NC3CC[NH2+]CC3)C(=N2)c4c5cc(ccc5[nH]c4O)Cl

Canonical_SMILES O=C(NC1CC[NH2+]CC1)CO/N=C/1c2ccccc2N=C1c1c(O)[nH]c2c1cc(Cl)cc2

InChI 1/C23H22ClN5O3/c24-13-5-6-18-16(11-13)20(23(31)28-18)22-21(15-3-1-2-4-17(15)27-22)29-32-12-19(30)26-14-7-9-25-10-8-14/h1-6,11,14,25,28,31H,7-10,12H2,(H,26,30)/p+1/fC23H23ClN5O3/h25-26H/q+1

InChI_3D 1S/C23H22ClN5O3/c24-13-5-6-18-16(11-13)20(23(31)28-18)22-21(15-3-1-2-4-17(15)27-22)29-32-12-19(30)26-14-7-9-25-10-8-14/h1-6,11,14,25,28,31H,7-10,12H2,(H,26,30)/p+1/b29-21+

AuxInfo 1/1/N:1,2,3,4,6,5,18,19,20,21,7,23,13,22,9,8,11,12,17,10,16,15,14,32,28,27,24,26,25,29,30,31/E:(7,8)(9,10)/F:m/E:m/rA:55nCCCCCCCCCCCCCCCCCCCCCCCNNNNN+OOOClHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;d5;;s7;d3;s8;d4s9;s5d8;s6d7;d10;s10;s9s15;;;;s18;s19;s18s19;s17;s11d15;w16;s12s14;s17s22;s20s21;d17;s14;s23s25;s13;s1;s2;s3;s4;s5;s6;s7;s18;s18;s19;s19;s20;s20;s21;s21;s22;s23;s23;s26;s27;s28;s28;s30;/rC:;0,1.0058,0;.868,-.4978,0;.868,1.5138,0;6.5869,-.6697,0;6.372,-1.6522,0;4.6738,-1.2913,0;4.8778,-.3124,0;1.736,-.0012,0;4.2858,.5024,0;1.736,1.0058,0;5.8356,-.0012,0;5.4155,-1.963,0;4.8778,1.3172,0;3.2858,.5023,0;2.6938,-.3125,0;2.9515,-3.9088,0;3.4418,-7.102,0;1.8325,-6.4535,0;3.0661,-8.0343,0;1.4568,-7.3859,0;2.8231,-6.3163,0;2.6426,-2.9578,0;2.6938,1.3169,0;3.0028,-1.2636,0;5.8354,1.0059,0;2.2824,-4.6519,0;2.0717,-8.181,0;3.9297,-4.1168,0;4.5688,2.2682,0;2.3336,-2.0067,0;5.2061,-2.9409,0;-.4327,-.2506,0;-.4337,1.2545,0;.8677,-.9978,0;.868,2.0138,0;7.0625,-.5152,0;6.7426,-1.9879,0;4.1983,-1.4461,0;3.7753,-6.7295,0;3.8663,-7.3662,0;1.3434,-6.3495,0;1.8505,-5.9539,0;3.5554,-8.1369,0;3.051,-8.5341,0;1.1211,-7.7564,0;1.0331,-7.1205,0;3.2641,-6.0807,0;3.1181,-2.8033,0;2.167,-3.1122,0;6.24,1.2998,0;1.7933,-4.548,0;2.2276,-8.6561,0;1.63,-8.4153,0;4.9034,2.6398,0;

Duplicates CHEMBL5186183_m2_p0_t1;CHEMBL5186183_m2_p7_t1;CHEMBL5221877_p0_t1;CHEMBL5221877_p7_t1

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186000-0005186249/CHEMBL5186183_m2_p0_t1.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186000-0005186249/CHEMBL5186183_m2_p0_t1.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186000-0005186249/CHEMBL5186183_m2_p0_t1.sdf

Formula	C₂₃H₂₃ClN₅O₃
MW	452.92
InChIKey	AJLOTVNOVBMMQS-IRGXWCOGNA-O
Entry_Date	2023-09-01
Net_Charge	1
Number_Atoms	55
Number_Heavy_Atoms	32
Number_Rings	5
Number_Bonds	59
Rotat_Bonds	7
Unbranched_Chain	3
Chiral_Centers	0
ONatoms	8
HB_Donor	4
HB_Acceptor	2
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	3.83
logP	3.6197
PSA	115.68
MR	132.192
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	179.90089
PM7_Total_Energy_ev	-5209.47028
PM7_Electronic_Energy_ev	-43816.84995
PM7_Dipole_Debye	43.70751
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.974
PM7_LUMO_Energy_ev	-4.028
PM7_COSMO_Area_square_ang	454.97
PM7_COSMO_Volue_cubic_ang	516.2
PM7_Electron_Affinity_ev	4.028
PM7_Ionization_Energy_ev	9.974
PM7_Energy_Gap_ev	5.946
PM7_Global_Hardness_ev	2.973
PM7_Global_Softness_ev	0.3363605785401951
PM7_Chemical_Potential_ev	-7.001
PM7_Electronigativity_ev	7.001
PM7_Back_Donation_Energy_ev	-0.74325
PM7_Electrophilicity_ev	8.24318886646485
OPENEYE_Name	2-[(~{E})-[2-(5-chloro-2-hydroxy-1~{H}-indol-3-yl)indol-3-ylidene]amino]oxy-~{N}-piperidin-1-ium-4-yl-acetamide
SMILES	c1ccc2c(c1)C(=NOCC(=O)NC3CC[NH2+]CC3)C(=N2)c4c5cc(ccc5[nH]c4O)Cl
Canonical_SMILES	O=C(NC1CC[NH2+]CC1)CO/N=C/1c2ccccc2N=C1c1c(O)[nH]c2c1cc(Cl)cc2
InChI	1/C23H22ClN5O3/c24-13-5-6-18-16(11-13)20(23(31)28-18)22-21(15-3-1-2-4-17(15)27-22)29-32-12-19(30)26-14-7-9-25-10-8-14/h1-6,11,14,25,28,31H,7-10,12H2,(H,26,30)/p+1/fC23H23ClN5O3/h25-26H/q+1
InChI_3D	1S/C23H22ClN5O3/c24-13-5-6-18-16(11-13)20(23(31)28-18)22-21(15-3-1-2-4-17(15)27-22)29-32-12-19(30)26-14-7-9-25-10-8-14/h1-6,11,14,25,28,31H,7-10,12H2,(H,26,30)/p+1/b29-21+
AuxInfo	1/1/N:1,2,3,4,6,5,18,19,20,21,7,23,13,22,9,8,11,12,17,10,16,15,14,32,28,27,24,26,25,29,30,31/E:(7,8)(9,10)/F:m/E:m/rA:55nCCCCCCCCCCCCCCCCCCCCCCCNNNNN+OOOClHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;d5;;s7;d3;s8;d4s9;s5d8;s6d7;d10;s10;s9s15;;;;s18;s19;s18s19;s17;s11d15;w16;s12s14;s17s22;s20s21;d17;s14;s23s25;s13;s1;s2;s3;s4;s5;s6;s7;s18;s18;s19;s19;s20;s20;s21;s21;s22;s23;s23;s26;s27;s28;s28;s30;/rC:;0,1.0058,0;.868,-.4978,0;.868,1.5138,0;6.5869,-.6697,0;6.372,-1.6522,0;4.6738,-1.2913,0;4.8778,-.3124,0;1.736,-.0012,0;4.2858,.5024,0;1.736,1.0058,0;5.8356,-.0012,0;5.4155,-1.963,0;4.8778,1.3172,0;3.2858,.5023,0;2.6938,-.3125,0;2.9515,-3.9088,0;3.4418,-7.102,0;1.8325,-6.4535,0;3.0661,-8.0343,0;1.4568,-7.3859,0;2.8231,-6.3163,0;2.6426,-2.9578,0;2.6938,1.3169,0;3.0028,-1.2636,0;5.8354,1.0059,0;2.2824,-4.6519,0;2.0717,-8.181,0;3.9297,-4.1168,0;4.5688,2.2682,0;2.3336,-2.0067,0;5.2061,-2.9409,0;-.4327,-.2506,0;-.4337,1.2545,0;.8677,-.9978,0;.868,2.0138,0;7.0625,-.5152,0;6.7426,-1.9879,0;4.1983,-1.4461,0;3.7753,-6.7295,0;3.8663,-7.3662,0;1.3434,-6.3495,0;1.8505,-5.9539,0;3.5554,-8.1369,0;3.051,-8.5341,0;1.1211,-7.7564,0;1.0331,-7.1205,0;3.2641,-6.0807,0;3.1181,-2.8033,0;2.167,-3.1122,0;6.24,1.2998,0;1.7933,-4.548,0;2.2276,-8.6561,0;1.63,-8.4153,0;4.9034,2.6398,0;
Duplicates	CHEMBL5186183_m2_p0_t1;CHEMBL5186183_m2_p7_t1;CHEMBL5221877_p0_t1;CHEMBL5221877_p7_t1
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186000-0005186249/CHEMBL5186183_m2_p0_t1.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186000-0005186249/CHEMBL5186183_m2_p0_t1.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186000-0005186249/CHEMBL5186183_m2_p0_t1.sdf