CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI195528 (108584)

Formula C₂₁H₂₁N₅O₃

MW 391.43

InChIKey IXWNPEOFLGJGLY-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 29

Number_Rings 5

Number_Bonds 54

Rotat_Bonds 4

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 8

HB_Donor 1

HB_Acceptor 2

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 1.03

logP 3.1721

PSA 92.05

MR 111.778

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 83.3115

PM7_Total_Energy_ev -4674.34702

PM7_Electronic_Energy_ev -38551.50972

PM7_Dipole_Debye 4.93291

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.432

PM7_LUMO_Energy_ev -0.885

PM7_COSMO_Area_square_ang 395.92

PM7_COSMO_Volue_cubic_ang 447.21

PM7_Electron_Affinity_ev 0.885

PM7_Ionization_Energy_ev 8.432

PM7_Energy_Gap_ev 7.547

PM7_Global_Hardness_ev 3.7735

PM7_Global_Softness_ev 0.26500596263415926

PM7_Chemical_Potential_ev -4.6585

PM7_Electronigativity_ev 4.6585

PM7_Back_Donation_Energy_ev -0.943375

PM7_Electrophilicity_ev 2.8755296475420695

OPENEYE_Name methyl 3-[(~{E})-[(9~{S})-6-oxo-7,11-diazatricyclo[7.3.1.0^{2,7}]trideca-2,4-dien-11-yl]azo]-1~{H}-indole-2-carboxylate

SMILES c1ccc2c(c1)c(c([nH]2)C(=O)OC)N=NN3CC4c5cccc(=O)n5CC(C4)C3

Canonical_SMILES COC(=O)c1[nH]c2c(c1/N=N/N1C[C@H]3C[C@H](C1)c1n(C3)c(=O)ccc1)cccc2

InChI 1/C21H21N5O3/c1-29-21(28)20-19(15-5-2-3-6-16(15)22-20)23-24-25-10-13-9-14(12-25)17-7-4-8-18(27)26(17)11-13/h2-8,13-14,22H,9-12H2,1H3

InChI_3D 1S/C21H21N5O3/c1-29-21(28)20-19(15-5-2-3-6-16(15)22-20)23-24-25-10-13-9-14(12-25)17-7-4-8-18(27)26(17)11-13/h2-8,13-14,22H,9-12H2,1H3/b24-23+/t13-,14-/m1/s1

AuxInfo 1/0/N:21,1,2,9,3,4,11,10,15,18,17,16,20,19,5,7,12,13,6,8,14,24,22,23,26,25,27,28,29/rA:50cCCCCCCCCCCCCCCCCCCCCCNNNNNOOOHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;s5;d4s5;d6;;d9;s9;d11;s10;s8;;;;;s12s15s16;s15s17s18;;s6;w22;s7s8;s12s13s17;s16s18s23;d13;d14;s14s21;s1;s2;s3;s4;s9;s10;s11;s15;s15;s16;s16;s17;s17;s18;s18;s19;s20;s21;s21;s21;s24;/rC:8.2197,4.205,0;9.1759,3.8929,0;7.4772,3.5343,0;9.3895,2.9101,0;7.6799,2.555,0;7.0868,1.7411,0;8.6372,2.2426,0;7.6777,.9255,0;.5157,-.889,0;;1.5455,-.8888,0;2.0517,.0022,0;.514,.889,0;7.3675,-.0252,0;3.5672,.8861,0;4.0723,-.0006,0;2.0411,1.7728,0;4.0723,1.7632,0;3.0724,.0093,0;3.0619,1.7728,0;9.0141,-.5625,0;6.0868,1.7425,0;5.5856,.8771,0;8.6358,1.2355,0;1.536,.8911,0;4.5856,.8785,0;.0134,1.7547,0;6.389,-.2319,0;8.0356,-.7692,0;8.1157,4.694,0;9.5469,4.228,0;7.0019,3.6896,0;9.8648,2.7549,0;.2662,-1.3223,0;-.5,-.0004,0;1.797,-1.3209,0;3.9504,1.2073,0;3.9517,.5665,0;4.541,-.1747,0;3.9814,-.4923,0;1.5709,1.9428,0;2.1274,2.2653,0;3.9882,2.2561,0;4.5424,1.9334,0;3.0717,-.4907,0;3.0643,2.2728,0;9.1174,-1.0517,0;8.9107,-.0733,0;9.5033,-.4592,0;9.0399,.9411,0;

Duplicates ChEBI195528

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000195500-0000195749/ChEBI195528.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000195500-0000195749/ChEBI195528.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000195500-0000195749/ChEBI195528.sdf

Formula	C₂₁H₂₁N₅O₃
MW	391.43
InChIKey	IXWNPEOFLGJGLY-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	29
Number_Rings	5
Number_Bonds	54
Rotat_Bonds	4
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	8
HB_Donor	1
HB_Acceptor	2
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	1.03
logP	3.1721
PSA	92.05
MR	111.778
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	83.3115
PM7_Total_Energy_ev	-4674.34702
PM7_Electronic_Energy_ev	-38551.50972
PM7_Dipole_Debye	4.93291
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.432
PM7_LUMO_Energy_ev	-0.885
PM7_COSMO_Area_square_ang	395.92
PM7_COSMO_Volue_cubic_ang	447.21
PM7_Electron_Affinity_ev	0.885
PM7_Ionization_Energy_ev	8.432
PM7_Energy_Gap_ev	7.547
PM7_Global_Hardness_ev	3.7735
PM7_Global_Softness_ev	0.26500596263415926
PM7_Chemical_Potential_ev	-4.6585
PM7_Electronigativity_ev	4.6585
PM7_Back_Donation_Energy_ev	-0.943375
PM7_Electrophilicity_ev	2.8755296475420695
OPENEYE_Name	methyl 3-[(~{E})-[(9~{S})-6-oxo-7,11-diazatricyclo[7.3.1.0^{2,7}]trideca-2,4-dien-11-yl]azo]-1~{H}-indole-2-carboxylate
SMILES	c1ccc2c(c1)c(c([nH]2)C(=O)OC)N=NN3CC4c5cccc(=O)n5CC(C4)C3
Canonical_SMILES	COC(=O)c1[nH]c2c(c1/N=N/N1C[C@H]3C[C@H](C1)c1n(C3)c(=O)ccc1)cccc2
InChI	1/C21H21N5O3/c1-29-21(28)20-19(15-5-2-3-6-16(15)22-20)23-24-25-10-13-9-14(12-25)17-7-4-8-18(27)26(17)11-13/h2-8,13-14,22H,9-12H2,1H3
InChI_3D	1S/C21H21N5O3/c1-29-21(28)20-19(15-5-2-3-6-16(15)22-20)23-24-25-10-13-9-14(12-25)17-7-4-8-18(27)26(17)11-13/h2-8,13-14,22H,9-12H2,1H3/b24-23+/t13-,14-/m1/s1
AuxInfo	1/0/N:21,1,2,9,3,4,11,10,15,18,17,16,20,19,5,7,12,13,6,8,14,24,22,23,26,25,27,28,29/rA:50cCCCCCCCCCCCCCCCCCCCCCNNNNNOOOHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;s5;d4s5;d6;;d9;s9;d11;s10;s8;;;;;s12s15s16;s15s17s18;;s6;w22;s7s8;s12s13s17;s16s18s23;d13;d14;s14s21;s1;s2;s3;s4;s9;s10;s11;s15;s15;s16;s16;s17;s17;s18;s18;s19;s20;s21;s21;s21;s24;/rC:8.2197,4.205,0;9.1759,3.8929,0;7.4772,3.5343,0;9.3895,2.9101,0;7.6799,2.555,0;7.0868,1.7411,0;8.6372,2.2426,0;7.6777,.9255,0;.5157,-.889,0;;1.5455,-.8888,0;2.0517,.0022,0;.514,.889,0;7.3675,-.0252,0;3.5672,.8861,0;4.0723,-.0006,0;2.0411,1.7728,0;4.0723,1.7632,0;3.0724,.0093,0;3.0619,1.7728,0;9.0141,-.5625,0;6.0868,1.7425,0;5.5856,.8771,0;8.6358,1.2355,0;1.536,.8911,0;4.5856,.8785,0;.0134,1.7547,0;6.389,-.2319,0;8.0356,-.7692,0;8.1157,4.694,0;9.5469,4.228,0;7.0019,3.6896,0;9.8648,2.7549,0;.2662,-1.3223,0;-.5,-.0004,0;1.797,-1.3209,0;3.9504,1.2073,0;3.9517,.5665,0;4.541,-.1747,0;3.9814,-.4923,0;1.5709,1.9428,0;2.1274,2.2653,0;3.9882,2.2561,0;4.5424,1.9334,0;3.0717,-.4907,0;3.0643,2.2728,0;9.1174,-1.0517,0;8.9107,-.0733,0;9.5033,-.4592,0;9.0399,.9411,0;
Duplicates	ChEBI195528
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000195500-0000195749/ChEBI195528.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000195500-0000195749/ChEBI195528.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000195500-0000195749/ChEBI195528.sdf