CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI192208_p0 (105860)

Formula C₂₄H₂₇N₅O₉

MW 529.51

InChIKey WHGKXKRERBUEES-NSJMMFDCNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 65

Number_Heavy_Atoms 38

Number_Rings 3

Number_Bonds 67

Rotat_Bonds 19

Unbranched_Chain 3

Chiral_Centers 2

ONatoms 14

HB_Donor 7

HB_Acceptor 6

OpenEye_HB_Donors 8

OpenEye_HB_Acceptors 8

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 14

Lipinski_Violations 3

XLogP3 0

XLogP -3.53

logP 1.4556

PSA 214.33

MR 129.777

ABS 0.17

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -209.07745

PM7_Total_Energy_ev -6896.64223

PM7_Electronic_Energy_ev -68572.73126

PM7_Dipole_Debye 3.74095

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.675

PM7_LUMO_Energy_ev -0.373

PM7_COSMO_Area_square_ang 440.18

PM7_COSMO_Volue_cubic_ang 618.35

PM7_Electron_Affinity_ev 0.373

PM7_Ionization_Energy_ev 8.675

PM7_Energy_Gap_ev 8.302

PM7_Global_Hardness_ev 4.151

PM7_Global_Softness_ev 0.2409058058299205

PM7_Chemical_Potential_ev -4.524

PM7_Electronigativity_ev 4.524

PM7_Back_Donation_Energy_ev -1.03775

PM7_Electrophilicity_ev 2.4652584919296556

OPENEYE_Name (2~{S})-2-[[2-[[2-[[(2~{S})-2-amino-3-(4-hydroxyphenyl)propanoyl]oxyamino]acetyl]oxyamino]acetyl]oxyamino]-3-(1~{H}-indol-3-yl)propanoic acid

SMILES c1ccc2c(c1)c(c[nH]2)CC(C(=O)O)NOC(=O)CNOC(=O)CNOC(=O)C(Cc3ccc(cc3)O)N

Canonical_SMILES O=C(CNOC(=O)[C@H](Cc1ccc(cc1)O)N)ONCC(=O)ON[C@H](C(=O)O)Cc1c[nH]c2c1cccc2

InChI 1/C24H27N5O9/c25-18(9-14-5-7-16(30)8-6-14)24(35)38-28-12-21(31)36-27-13-22(32)37-29-20(23(33)34)10-15-11-26-19-4-2-1-3-17(15)19/h1-8,11,18,20,26-30H,9-10,12-13,25H2,(H,33,34)/f/h33H

InChI_3D 1S/C24H27N5O9/c25-18(9-14-5-7-16(30)8-6-14)24(35)38-28-12-21(31)36-27-13-22(32)37-29-20(23(33)34)10-15-11-26-19-4-2-1-3-17(15)19/h1-8,11,18,20,26-30H,9-10,12-13,25H2,(H,33,34)/t18-,20-/m0/s1

AuxInfo 1/1/N:1,2,3,6,4,5,7,8,19,20,9,21,22,11,12,14,10,24,13,23,15,16,17,18,26,25,28,27,29,34,30,31,32,35,33,36,38,37/E:(5,6)(7,8)(33,34)/F:1,2,3,6,4,5,7,8,19,20,9,21,22,11,12,14,10,24,13,23,15,16,17,18,26,25,28,27,29,34,30,31,35,32,33,36,38,37/E:(5,6)(7,8)/rA:65cCCCCCCCCCCCCCCCCCCCCCCCCNNNNNOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;s2;d4;s5;;d3;s4d5;d9s10;d6s10;s7d8;;;;;s11;s12;s15;s16;s17s20;s18s19;s9s13;s24;s21;s22;s23;d15;d16;d17;d18;s14;s17;s15s28;s18s27;s16s29;s1;s2;s3;s4;s5;s6;s7;s8;s9;s19;s19;s20;s20;s21;s21;s22;s22;s23;s24;s25;s26;s26;s27;s28;s29;s34;s35;/rC:;0,1.0058,0;.868,-.4978,0;10.3096,-.223,0;9.0203,.938,0;.868,1.5138,0;9.637,-.97,0;8.3477,.191,0;3.2858,.5023,0;1.736,-.0012,0;9.9979,.7272,0;2.6938,-.3125,0;1.736,1.0058,0;8.6526,-.7668,0;6.9968,2.6248,0;5.4218,-.6186,0;3.6207,-3.1657,0;10.5931,2.8826,0;10.6671,1.4703,0;3.0028,-1.2636,0;7.9479,2.9338,0;5.6298,.3596,0;3.3117,-2.2146,0;11.3362,2.2134,0;2.6938,1.3169,0;12.0054,2.9565,0;8.8989,3.2428,0;5.8378,1.3377,0;4.2628,-1.9057,0;6.2537,3.294,0;6.165,-1.2877,0;4.5988,-3.3737,0;10.8011,3.8607,0;7.9834,-1.5099,0;2.9515,-3.9088,0;6.7888,1.6467,0;9.642,2.5736,0;4.4708,-.9275,0;-.4327,-.2506,0;-.4337,1.2545,0;.8677,-.9978,0;10.7989,-.3263,0;8.8665,1.4137,0;.868,2.0138,0;9.7929,-1.4451,0;7.8589,.2964,0;3.7858,.5023,0;10.2955,1.8049,0;11.0386,1.1357,0;2.5272,-1.4181,0;3.4783,-1.1091,0;7.7934,3.4093,0;8.1024,2.4583,0;5.1407,.4636,0;6.1189,.2556,0;2.8362,-2.3691,0;11.7078,1.8788,0;2.8483,1.7924,0;11.8509,3.432,0;12.4945,2.8525,0;9.0029,3.7318,0;5.4662,1.6723,0;4.6344,-2.2403,0;8.1379,-1.9854,0;3.106,-4.3844,0;

Duplicates ChEBI192208_p0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192000-0000192249/ChEBI192208_p0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192000-0000192249/ChEBI192208_p0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192000-0000192249/ChEBI192208_p0.sdf

Formula	C₂₄H₂₇N₅O₉
MW	529.51
InChIKey	WHGKXKRERBUEES-NSJMMFDCNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	65
Number_Heavy_Atoms	38
Number_Rings	3
Number_Bonds	67
Rotat_Bonds	19
Unbranched_Chain	3
Chiral_Centers	2
ONatoms	14
HB_Donor	7
HB_Acceptor	6
OpenEye_HB_Donors	8
OpenEye_HB_Acceptors	8
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	14
Lipinski_Violations	3
XLogP3	0
XLogP	-3.53
logP	1.4556
PSA	214.33
MR	129.777
ABS	0.17
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-209.07745
PM7_Total_Energy_ev	-6896.64223
PM7_Electronic_Energy_ev	-68572.73126
PM7_Dipole_Debye	3.74095
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.675
PM7_LUMO_Energy_ev	-0.373
PM7_COSMO_Area_square_ang	440.18
PM7_COSMO_Volue_cubic_ang	618.35
PM7_Electron_Affinity_ev	0.373
PM7_Ionization_Energy_ev	8.675
PM7_Energy_Gap_ev	8.302
PM7_Global_Hardness_ev	4.151
PM7_Global_Softness_ev	0.2409058058299205
PM7_Chemical_Potential_ev	-4.524
PM7_Electronigativity_ev	4.524
PM7_Back_Donation_Energy_ev	-1.03775
PM7_Electrophilicity_ev	2.4652584919296556
OPENEYE_Name	(2~{S})-2-[[2-[[2-[[(2~{S})-2-amino-3-(4-hydroxyphenyl)propanoyl]oxyamino]acetyl]oxyamino]acetyl]oxyamino]-3-(1~{H}-indol-3-yl)propanoic acid
SMILES	c1ccc2c(c1)c(c[nH]2)CC(C(=O)O)NOC(=O)CNOC(=O)CNOC(=O)C(Cc3ccc(cc3)O)N
Canonical_SMILES	O=C(CNOC(=O)[C@H](Cc1ccc(cc1)O)N)ONCC(=O)ON[C@H](C(=O)O)Cc1c[nH]c2c1cccc2
InChI	1/C24H27N5O9/c25-18(9-14-5-7-16(30)8-6-14)24(35)38-28-12-21(31)36-27-13-22(32)37-29-20(23(33)34)10-15-11-26-19-4-2-1-3-17(15)19/h1-8,11,18,20,26-30H,9-10,12-13,25H2,(H,33,34)/f/h33H
InChI_3D	1S/C24H27N5O9/c25-18(9-14-5-7-16(30)8-6-14)24(35)38-28-12-21(31)36-27-13-22(32)37-29-20(23(33)34)10-15-11-26-19-4-2-1-3-17(15)19/h1-8,11,18,20,26-30H,9-10,12-13,25H2,(H,33,34)/t18-,20-/m0/s1
AuxInfo	1/1/N:1,2,3,6,4,5,7,8,19,20,9,21,22,11,12,14,10,24,13,23,15,16,17,18,26,25,28,27,29,34,30,31,32,35,33,36,38,37/E:(5,6)(7,8)(33,34)/F:1,2,3,6,4,5,7,8,19,20,9,21,22,11,12,14,10,24,13,23,15,16,17,18,26,25,28,27,29,34,30,31,35,32,33,36,38,37/E:(5,6)(7,8)/rA:65cCCCCCCCCCCCCCCCCCCCCCCCCNNNNNOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;s2;d4;s5;;d3;s4d5;d9s10;d6s10;s7d8;;;;;s11;s12;s15;s16;s17s20;s18s19;s9s13;s24;s21;s22;s23;d15;d16;d17;d18;s14;s17;s15s28;s18s27;s16s29;s1;s2;s3;s4;s5;s6;s7;s8;s9;s19;s19;s20;s20;s21;s21;s22;s22;s23;s24;s25;s26;s26;s27;s28;s29;s34;s35;/rC:;0,1.0058,0;.868,-.4978,0;10.3096,-.223,0;9.0203,.938,0;.868,1.5138,0;9.637,-.97,0;8.3477,.191,0;3.2858,.5023,0;1.736,-.0012,0;9.9979,.7272,0;2.6938,-.3125,0;1.736,1.0058,0;8.6526,-.7668,0;6.9968,2.6248,0;5.4218,-.6186,0;3.6207,-3.1657,0;10.5931,2.8826,0;10.6671,1.4703,0;3.0028,-1.2636,0;7.9479,2.9338,0;5.6298,.3596,0;3.3117,-2.2146,0;11.3362,2.2134,0;2.6938,1.3169,0;12.0054,2.9565,0;8.8989,3.2428,0;5.8378,1.3377,0;4.2628,-1.9057,0;6.2537,3.294,0;6.165,-1.2877,0;4.5988,-3.3737,0;10.8011,3.8607,0;7.9834,-1.5099,0;2.9515,-3.9088,0;6.7888,1.6467,0;9.642,2.5736,0;4.4708,-.9275,0;-.4327,-.2506,0;-.4337,1.2545,0;.8677,-.9978,0;10.7989,-.3263,0;8.8665,1.4137,0;.868,2.0138,0;9.7929,-1.4451,0;7.8589,.2964,0;3.7858,.5023,0;10.2955,1.8049,0;11.0386,1.1357,0;2.5272,-1.4181,0;3.4783,-1.1091,0;7.7934,3.4093,0;8.1024,2.4583,0;5.1407,.4636,0;6.1189,.2556,0;2.8362,-2.3691,0;11.7078,1.8788,0;2.8483,1.7924,0;11.8509,3.432,0;12.4945,2.8525,0;9.0029,3.7318,0;5.4662,1.6723,0;4.6344,-2.2403,0;8.1379,-1.9854,0;3.106,-4.3844,0;
Duplicates	ChEBI192208_p0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192000-0000192249/ChEBI192208_p0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192000-0000192249/ChEBI192208_p0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192000-0000192249/ChEBI192208_p0.sdf