CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5185448_m2_p0_t1 (2527238)

Formula C₂₃H₂₃FN₅O₃

MW 436.47

InChIKey ZDDZOEOQXIWJPA-FSGQXEABNA-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 4

Chiral_Centers 0

ONatoms 8

HB_Donor 3

HB_Acceptor 2

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 2.53

logP 2.6061

PSA 106.89

MR 131.149

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 148.7189

PM7_Total_Energy_ev -5407.83189

PM7_Electronic_Energy_ev -44851.11091

PM7_Dipole_Debye 40.70815

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.957

PM7_LUMO_Energy_ev -4.246

PM7_COSMO_Area_square_ang 436.48

PM7_COSMO_Volue_cubic_ang 501.37

PM7_Electron_Affinity_ev 4.246

PM7_Ionization_Energy_ev 9.957

PM7_Energy_Gap_ev 5.711

PM7_Global_Hardness_ev 2.8555

PM7_Global_Softness_ev 0.35020136578532657

PM7_Chemical_Potential_ev -7.1015

PM7_Electronigativity_ev 7.1015

PM7_Back_Donation_Energy_ev -0.713875

PM7_Electrophilicity_ev 8.830555463141307

OPENEYE_Name 3-[(~{E})-[2-(5-fluoro-2-hydroxy-1~{H}-indol-3-yl)indol-3-ylidene]amino]oxy-1-piperazin-4-ium-1-yl-propan-1-one

SMILES c1ccc2c(c1)C(=NOCCC(=O)N3CC[NH2+]CC3)C(=N2)c4c5cc(ccc5[nH]c4O)F

Canonical_SMILES Fc1ccc2c(c1)c(c([nH]2)O)C1=Nc2c(/C/1=NOCCC(=O)N1CC[NH2+]CC1)cccc2

InChI 1/C23H22FN5O3/c24-14-5-6-18-16(13-14)20(23(31)27-18)22-21(15-3-1-2-4-17(15)26-22)28-32-12-7-19(30)29-10-8-25-9-11-29/h1-6,13,25,27,31H,7-12H2/p+1/fC23H23FN5O3/h25H/q+1

InChI_3D 1S/C23H22FN5O3/c24-14-5-6-18-16(13-14)20(23(31)27-18)22-21(15-3-1-2-4-17(15)26-22)28-32-12-7-19(30)29-10-8-25-9-11-29/h1-6,13,25,27,31H,7-12H2/p+1/b28-21+

AuxInfo 1/1/N:1,2,3,4,6,5,22,20,21,18,19,23,7,13,9,8,11,12,17,10,16,15,14,32,28,24,26,25,27,29,30,31/E:(8,9)(10,11)/F:m/E:m/rA:55nCCCCCCCCCCCCCCCCCCCCCCCNNNNN+OOOFHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;d5;;s7;d3;s8;d4s9;s5d8;s6d7;d10;s10;s9s15;;;;s18;s19;s17;s22;s11d15;w16;s12s14;s17s18s19;s20s21;d17;s14;s23s25;s13;s1;s2;s3;s4;s5;s6;s7;s18;s18;s19;s19;s20;s20;s21;s21;s22;s22;s23;s23;s26;s28;s28;s30;/rC:;0,1.0058,0;.868,-.4978,0;.868,1.5138,0;6.5868,1.6747,0;6.3718,2.6572,0;4.6736,2.2961,0;4.8778,1.3171,0;1.736,-.0012,0;4.2858,.5024,0;1.736,1.0058,0;5.8355,1.0061,0;5.4152,2.9679,0;4.8779,-.3124,0;3.2858,.5023,0;2.6938,-.3125,0;3.2605,-4.8599,0;1.6138,-5.3923,0;2.9029,-6.5532,0;.9412,-6.1392,0;2.2304,-7.3001,0;2.9515,-3.9088,0;2.6426,-2.9578,0;2.6938,1.3169,0;3.0028,-1.2636,0;5.8355,-.001,0;2.5913,-5.603,0;1.2462,-7.0968,0;4.2387,-5.0679,0;4.569,-1.2635,0;2.3336,-2.0067,0;5.2057,3.9457,0;-.4327,-.2506,0;-.4337,1.2545,0;.8677,-.9978,0;.868,2.0138,0;7.0623,1.5202,0;6.7423,2.9929,0;4.1981,2.4508,0;1.802,-4.9291,0;1.19,-5.127,0;3.2111,-6.947,0;3.344,-6.3177,0;.6342,-5.7446,0;.4988,-6.3723,0;2.0448,-7.7644,0;2.6549,-7.5643,0;3.4271,-3.7543,0;2.476,-4.0633,0;3.1181,-2.8033,0;2.167,-3.1122,0;6.24,-.2948,0;.7509,-7.1654,0;1.2297,-7.5965,0;4.08,-1.3675,0;

Duplicates CHEMBL5185448_m2_p0_t1;CHEMBL5185448_m2_p7_t1;CHEMBL5222018_p0_t1;CHEMBL5222018_p7_t1

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185250-0005185499/CHEMBL5185448_m2_p0_t1.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185250-0005185499/CHEMBL5185448_m2_p0_t1.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185250-0005185499/CHEMBL5185448_m2_p0_t1.sdf

Formula	C₂₃H₂₃FN₅O₃
MW	436.47
InChIKey	ZDDZOEOQXIWJPA-FSGQXEABNA-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	4
Chiral_Centers	0
ONatoms	8
HB_Donor	3
HB_Acceptor	2
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	2.53
logP	2.6061
PSA	106.89
MR	131.149
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	148.7189
PM7_Total_Energy_ev	-5407.83189
PM7_Electronic_Energy_ev	-44851.11091
PM7_Dipole_Debye	40.70815
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.957
PM7_LUMO_Energy_ev	-4.246
PM7_COSMO_Area_square_ang	436.48
PM7_COSMO_Volue_cubic_ang	501.37
PM7_Electron_Affinity_ev	4.246
PM7_Ionization_Energy_ev	9.957
PM7_Energy_Gap_ev	5.711
PM7_Global_Hardness_ev	2.8555
PM7_Global_Softness_ev	0.35020136578532657
PM7_Chemical_Potential_ev	-7.1015
PM7_Electronigativity_ev	7.1015
PM7_Back_Donation_Energy_ev	-0.713875
PM7_Electrophilicity_ev	8.830555463141307
OPENEYE_Name	3-[(~{E})-[2-(5-fluoro-2-hydroxy-1~{H}-indol-3-yl)indol-3-ylidene]amino]oxy-1-piperazin-4-ium-1-yl-propan-1-one
SMILES	c1ccc2c(c1)C(=NOCCC(=O)N3CC[NH2+]CC3)C(=N2)c4c5cc(ccc5[nH]c4O)F
Canonical_SMILES	Fc1ccc2c(c1)c(c([nH]2)O)C1=Nc2c(/C/1=NOCCC(=O)N1CC[NH2+]CC1)cccc2
InChI	1/C23H22FN5O3/c24-14-5-6-18-16(13-14)20(23(31)27-18)22-21(15-3-1-2-4-17(15)26-22)28-32-12-7-19(30)29-10-8-25-9-11-29/h1-6,13,25,27,31H,7-12H2/p+1/fC23H23FN5O3/h25H/q+1
InChI_3D	1S/C23H22FN5O3/c24-14-5-6-18-16(13-14)20(23(31)27-18)22-21(15-3-1-2-4-17(15)26-22)28-32-12-7-19(30)29-10-8-25-9-11-29/h1-6,13,25,27,31H,7-12H2/p+1/b28-21+
AuxInfo	1/1/N:1,2,3,4,6,5,22,20,21,18,19,23,7,13,9,8,11,12,17,10,16,15,14,32,28,24,26,25,27,29,30,31/E:(8,9)(10,11)/F:m/E:m/rA:55nCCCCCCCCCCCCCCCCCCCCCCCNNNNN+OOOFHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;d5;;s7;d3;s8;d4s9;s5d8;s6d7;d10;s10;s9s15;;;;s18;s19;s17;s22;s11d15;w16;s12s14;s17s18s19;s20s21;d17;s14;s23s25;s13;s1;s2;s3;s4;s5;s6;s7;s18;s18;s19;s19;s20;s20;s21;s21;s22;s22;s23;s23;s26;s28;s28;s30;/rC:;0,1.0058,0;.868,-.4978,0;.868,1.5138,0;6.5868,1.6747,0;6.3718,2.6572,0;4.6736,2.2961,0;4.8778,1.3171,0;1.736,-.0012,0;4.2858,.5024,0;1.736,1.0058,0;5.8355,1.0061,0;5.4152,2.9679,0;4.8779,-.3124,0;3.2858,.5023,0;2.6938,-.3125,0;3.2605,-4.8599,0;1.6138,-5.3923,0;2.9029,-6.5532,0;.9412,-6.1392,0;2.2304,-7.3001,0;2.9515,-3.9088,0;2.6426,-2.9578,0;2.6938,1.3169,0;3.0028,-1.2636,0;5.8355,-.001,0;2.5913,-5.603,0;1.2462,-7.0968,0;4.2387,-5.0679,0;4.569,-1.2635,0;2.3336,-2.0067,0;5.2057,3.9457,0;-.4327,-.2506,0;-.4337,1.2545,0;.8677,-.9978,0;.868,2.0138,0;7.0623,1.5202,0;6.7423,2.9929,0;4.1981,2.4508,0;1.802,-4.9291,0;1.19,-5.127,0;3.2111,-6.947,0;3.344,-6.3177,0;.6342,-5.7446,0;.4988,-6.3723,0;2.0448,-7.7644,0;2.6549,-7.5643,0;3.4271,-3.7543,0;2.476,-4.0633,0;3.1181,-2.8033,0;2.167,-3.1122,0;6.24,-.2948,0;.7509,-7.1654,0;1.2297,-7.5965,0;4.08,-1.3675,0;
Duplicates	CHEMBL5185448_m2_p0_t1;CHEMBL5185448_m2_p7_t1;CHEMBL5222018_p0_t1;CHEMBL5222018_p7_t1
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185250-0005185499/CHEMBL5185448_m2_p0_t1.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185250-0005185499/CHEMBL5185448_m2_p0_t1.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185250-0005185499/CHEMBL5185448_m2_p0_t1.sdf