CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI185082_p0_t0 (99747)

Formula C₁₅H₁₇Cl₂N₃O₉

MW 454.22

InChIKey AUDUMKPECIWTMB-FRKSKINFNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 46

Number_Heavy_Atoms 29

Number_Rings 2

Number_Bonds 47

Rotat_Bonds 11

Unbranched_Chain 1

Chiral_Centers 5

ONatoms 12

HB_Donor 7

HB_Acceptor 7

OpenEye_HB_Donors 9

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 12

Lipinski_Violations 2

XLogP3 0

XLogP -2.04

logP -0.2869

PSA 218.15

MR 97.12

ABS 0.17

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -348.20144

PM7_Total_Energy_ev -5821.7289

PM7_Electronic_Energy_ev -47653.77985

PM7_Dipole_Debye 9.35973

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.341

PM7_LUMO_Energy_ev -0.838

PM7_COSMO_Area_square_ang 359.88

PM7_COSMO_Volue_cubic_ang 466.96

PM7_Electron_Affinity_ev 0.838

PM7_Ionization_Energy_ev 9.341

PM7_Energy_Gap_ev 8.503

PM7_Global_Hardness_ev 4.2515

PM7_Global_Softness_ev 0.2352111019640127

PM7_Chemical_Potential_ev -5.0895

PM7_Electronigativity_ev 5.0895

PM7_Back_Donation_Energy_ev -1.062875

PM7_Electrophilicity_ev 3.046337792543808

OPENEYE_Name (2~{R},3~{R},4~{R},5~{S},6~{R})-6-[2,4-dichloro-3-(2-guanidino-2-oxo-ethyl)-5-hydroxy-phenoxy]-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid

SMILES c1c(c(c(c(c1OC2C(C(C(C(O2)C(=O)O)O)O)O)Cl)CC(=O)N=C(N)N)Cl)O

Canonical_SMILES OC(=O)[C@@H]1O[C@H](Oc2cc(O)c(c(c2Cl)CC(=O)N=C(N)N)Cl)[C@H]([C@@H]([C@H]1O)O)O

InChI 1/C15H17Cl2N3O9/c16-7-3(1-6(22)20-15(18)19)8(17)5(2-4(7)21)28-14-11(25)9(23)10(24)12(29-14)13(26)27/h2,9-12,14,21,23-25H,1H2,(H,26,27)(H4,18,19,20,22)/f/h26H,18-19H2

InChI_3D 1S/C15H17Cl2N3O9/c16-7-3(1-6(22)20-15(18)19)8(17)5(2-4(7)21)28-14-11(25)9(23)10(24)12(29-14)13(26)27/h2,9-12,14,21,23-25H,1H2,(H,26,27)(H4,18,19,20,22)/t9-,10-,11+,12-,14+/m1/s1

AuxInfo 1/1/N:15,1,2,3,4,8,5,6,12,11,13,10,7,14,9,28,29,17,18,16,22,20,25,24,26,19,23,27,21/E:(18,19)(26,27)/F:15,1,2,3,4,8,5,6,12,11,13,10,7,14,9,28,29,17,18,16,22,20,25,24,26,23,19,27,21/E:(18,19)/rA:46cCCCCCCCCCCCCCCCNNNOOOOOOOOOClClHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2s3;s2d4;;;;s7;s10;s11;s12;s13;s2s8;s8d9;s9;s9;d7;d8;s10s14;s3;s7;s11;s12;s13;s4s14;s5;s6;s1;s10;s11;s12;s13;s14;s15;s15;s17;s17;s18;s18;s22;s23;s24;s25;s26;/rC:2.8395,1.8364,0;3.5354,3.7169,0;3.825,2.0061,0;2.1987,2.6108,0;4.1762,2.9424,0;2.5434,3.555,0;-1.2132,2.441,0;4.2379,5.5894,0;5.5756,6.6897,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;3.8867,4.6532,0;5.2244,5.7534,0;6.5621,6.8536,0;4.9404,7.462,0;-.5734,3.2096,0;3.6027,6.3618,0;0,2.0104,0;4.4625,1.2356,0;-2.1987,2.6108,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;1.8525,.6702,0;1.2132,2.441,0;5.1625,3.1078,0;1.9059,4.3255,0;2.666,1.3674,0;-1.3597,1.4149,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;3.4185,4.8288,0;4.3548,4.4775,0;6.8797,6.4675,0;6.7377,7.3218,0;5.116,7.9301,0;4.4472,7.38,0;4.9555,1.3191,0;-2.3716,3.08,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.1735,.2869,0;

Duplicates ChEBI185082_p0_t0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185000-0000185249/ChEBI185082_p0_t0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185000-0000185249/ChEBI185082_p0_t0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185000-0000185249/ChEBI185082_p0_t0.sdf

Formula	C₁₅H₁₇Cl₂N₃O₉
MW	454.22
InChIKey	AUDUMKPECIWTMB-FRKSKINFNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	46
Number_Heavy_Atoms	29
Number_Rings	2
Number_Bonds	47
Rotat_Bonds	11
Unbranched_Chain	1
Chiral_Centers	5
ONatoms	12
HB_Donor	7
HB_Acceptor	7
OpenEye_HB_Donors	9
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	12
Lipinski_Violations	2
XLogP3	0
XLogP	-2.04
logP	-0.2869
PSA	218.15
MR	97.12
ABS	0.17
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-348.20144
PM7_Total_Energy_ev	-5821.7289
PM7_Electronic_Energy_ev	-47653.77985
PM7_Dipole_Debye	9.35973
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.341
PM7_LUMO_Energy_ev	-0.838
PM7_COSMO_Area_square_ang	359.88
PM7_COSMO_Volue_cubic_ang	466.96
PM7_Electron_Affinity_ev	0.838
PM7_Ionization_Energy_ev	9.341
PM7_Energy_Gap_ev	8.503
PM7_Global_Hardness_ev	4.2515
PM7_Global_Softness_ev	0.2352111019640127
PM7_Chemical_Potential_ev	-5.0895
PM7_Electronigativity_ev	5.0895
PM7_Back_Donation_Energy_ev	-1.062875
PM7_Electrophilicity_ev	3.046337792543808
OPENEYE_Name	(2~{R},3~{R},4~{R},5~{S},6~{R})-6-[2,4-dichloro-3-(2-guanidino-2-oxo-ethyl)-5-hydroxy-phenoxy]-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid
SMILES	c1c(c(c(c(c1OC2C(C(C(C(O2)C(=O)O)O)O)O)Cl)CC(=O)N=C(N)N)Cl)O
Canonical_SMILES	OC(=O)[C@@H]1O[C@H](Oc2cc(O)c(c(c2Cl)CC(=O)N=C(N)N)Cl)[C@H]([C@@H]([C@H]1O)O)O
InChI	1/C15H17Cl2N3O9/c16-7-3(1-6(22)20-15(18)19)8(17)5(2-4(7)21)28-14-11(25)9(23)10(24)12(29-14)13(26)27/h2,9-12,14,21,23-25H,1H2,(H,26,27)(H4,18,19,20,22)/f/h26H,18-19H2
InChI_3D	1S/C15H17Cl2N3O9/c16-7-3(1-6(22)20-15(18)19)8(17)5(2-4(7)21)28-14-11(25)9(23)10(24)12(29-14)13(26)27/h2,9-12,14,21,23-25H,1H2,(H,26,27)(H4,18,19,20,22)/t9-,10-,11+,12-,14+/m1/s1
AuxInfo	1/1/N:15,1,2,3,4,8,5,6,12,11,13,10,7,14,9,28,29,17,18,16,22,20,25,24,26,19,23,27,21/E:(18,19)(26,27)/F:15,1,2,3,4,8,5,6,12,11,13,10,7,14,9,28,29,17,18,16,22,20,25,24,26,23,19,27,21/E:(18,19)/rA:46cCCCCCCCCCCCCCCCNNNOOOOOOOOOClClHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2s3;s2d4;;;;s7;s10;s11;s12;s13;s2s8;s8d9;s9;s9;d7;d8;s10s14;s3;s7;s11;s12;s13;s4s14;s5;s6;s1;s10;s11;s12;s13;s14;s15;s15;s17;s17;s18;s18;s22;s23;s24;s25;s26;/rC:2.8395,1.8364,0;3.5354,3.7169,0;3.825,2.0061,0;2.1987,2.6108,0;4.1762,2.9424,0;2.5434,3.555,0;-1.2132,2.441,0;4.2379,5.5894,0;5.5756,6.6897,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;3.8867,4.6532,0;5.2244,5.7534,0;6.5621,6.8536,0;4.9404,7.462,0;-.5734,3.2096,0;3.6027,6.3618,0;0,2.0104,0;4.4625,1.2356,0;-2.1987,2.6108,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;1.8525,.6702,0;1.2132,2.441,0;5.1625,3.1078,0;1.9059,4.3255,0;2.666,1.3674,0;-1.3597,1.4149,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;3.4185,4.8288,0;4.3548,4.4775,0;6.8797,6.4675,0;6.7377,7.3218,0;5.116,7.9301,0;4.4472,7.38,0;4.9555,1.3191,0;-2.3716,3.08,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.1735,.2869,0;
Duplicates	ChEBI185082_p0_t0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185000-0000185249/ChEBI185082_p0_t0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185000-0000185249/ChEBI185082_p0_t0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185000-0000185249/ChEBI185082_p0_t0.sdf