CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI189871_s0_p0 (103985)

Formula C₂₁H₁₈N₂O₅

MW 378.38

InChIKey IWWXIZOMXGOTPP-JJFURXLTNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 46

Number_Heavy_Atoms 28

Number_Rings 4

Number_Bonds 49

Rotat_Bonds 6

Unbranched_Chain 1

Chiral_Centers 2

ONatoms 7

HB_Donor 3

HB_Acceptor 5

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP -3.97

logP 2.2115

PSA 106.94

MR 110.641

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -137.39934

PM7_Total_Energy_ev -4671.19745

PM7_Electronic_Energy_ev -36733.58975

PM7_Dipole_Debye 3.86912

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.905

PM7_LUMO_Energy_ev -1.136

PM7_COSMO_Area_square_ang 365

PM7_COSMO_Volue_cubic_ang 431.15

PM7_Electron_Affinity_ev 1.136

PM7_Ionization_Energy_ev 8.905

PM7_Energy_Gap_ev 7.769

PM7_Global_Hardness_ev 3.8845

PM7_Global_Softness_ev 0.2574333891105676

PM7_Chemical_Potential_ev -5.0205

PM7_Electronigativity_ev 5.0205

PM7_Back_Donation_Energy_ev -0.971125

PM7_Electrophilicity_ev 3.2443583794568154

OPENEYE_Name (2~{R},3~{S})-1-(phenanthrene-2-carbonyl)piperazine-2,3-dicarboxylic acid

SMILES c1ccc2c(c1)ccc3c2ccc(c3)C(=O)N4CCNC(C4C(=O)O)C(=O)O

Canonical_SMILES OC(=O)[C@H]1[C@H](NCCN1C(=O)c1ccc2c(c1)ccc1c2cccc1)C(=O)O

InChI 1/C21H18N2O5/c24-19(23-10-9-22-17(20(25)26)18(23)21(27)28)14-7-8-16-13(11-14)6-5-12-3-1-2-4-15(12)16/h1-8,11,17-18,22H,9-10H2,(H,25,26)(H,27,28)/f/h25,27H

InChI_3D 1S/C21H18N2O5/c24-19(23-10-9-22-17(20(25)26)18(23)21(27)28)14-7-8-16-13(11-14)6-5-12-3-1-2-4-15(12)16/h1-8,11,17-18,22H,9-10H2,(H,25,26)(H,27,28)/t17-,18+/m0/s1

AuxInfo 1/1/N:1,2,3,4,5,6,8,7,18,19,9,10,11,14,12,13,20,21,15,16,17,22,23,24,25,27,26,28/E:(25,26)(27,28)/F:1,2,3,4,5,6,8,7,18,19,9,10,11,14,12,13,20,21,15,16,17,22,23,24,27,25,28,26/rA:46cCCCCCCCCCCCCCCCCCCCCCNNOOOOOHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;d5;;d7;;d3s5;s6s9;d4s10;s7d11s12;s8d9;s14;;;;s18;s16;s17s20;s18s20;s15s19s21;d15;d16;d17;s16;s17;s1;s2;s3;s4;s5;s6;s7;s8;s9;s18;s18;s19;s19;s20;s21;s22;s27;s28;/rC:-4.3691,6.2757,0;-3.499,6.7801,0;-4.3643,5.2708,0;-2.6243,6.2796,0;-3.4955,3.761,0;-2.6235,3.2543,0;-.8746,5.2792,0;.0024,4.775,0;-.8767,3.2545,0;-3.4974,4.7723,0;-1.748,3.7643,0;-2.6273,5.2769,0;-1.747,4.7767,0;.0014,3.7626,0;.8674,3.2626,0;3.4585,.3023,0;2.0804,1.9435,0;;0,1.0051,0;1.7348,0,0;1.7348,1.0051,0;.8674,-.4976,0;.8674,1.5126,0;1.7334,3.7626,0;4.1006,-.4643,0;1.4406,2.712,0;3.8014,1.2417,0;3.0659,2.1133,0;-4.8029,6.5243,0;-3.5004,7.2801,0;-4.7965,5.0194,0;-2.1914,6.5298,0;-3.9286,3.5113,0;-2.6233,2.7543,0;-.8749,5.7792,0;.4353,5.0252,0;-.8779,2.7545,0;-.1701,-.4702,0;-.4925,.0864,0;-.4922,.9173,0;-.1728,1.4743,0;1.9049,-.4702,0;2.227,.9173,0;.8674,-.9976,0;4.2939,1.328,0;3.2387,2.5825,0;

Duplicates ChEBI189871_s0_p0;ChEBI189872_p0;ChEBI189873_s0_p0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189750-0000189999/ChEBI189871_s0_p0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189750-0000189999/ChEBI189871_s0_p0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189750-0000189999/ChEBI189871_s0_p0.sdf

Formula	C₂₁H₁₈N₂O₅
MW	378.38
InChIKey	IWWXIZOMXGOTPP-JJFURXLTNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	46
Number_Heavy_Atoms	28
Number_Rings	4
Number_Bonds	49
Rotat_Bonds	6
Unbranched_Chain	1
Chiral_Centers	2
ONatoms	7
HB_Donor	3
HB_Acceptor	5
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	-3.97
logP	2.2115
PSA	106.94
MR	110.641
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-137.39934
PM7_Total_Energy_ev	-4671.19745
PM7_Electronic_Energy_ev	-36733.58975
PM7_Dipole_Debye	3.86912
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.905
PM7_LUMO_Energy_ev	-1.136
PM7_COSMO_Area_square_ang	365
PM7_COSMO_Volue_cubic_ang	431.15
PM7_Electron_Affinity_ev	1.136
PM7_Ionization_Energy_ev	8.905
PM7_Energy_Gap_ev	7.769
PM7_Global_Hardness_ev	3.8845
PM7_Global_Softness_ev	0.2574333891105676
PM7_Chemical_Potential_ev	-5.0205
PM7_Electronigativity_ev	5.0205
PM7_Back_Donation_Energy_ev	-0.971125
PM7_Electrophilicity_ev	3.2443583794568154
OPENEYE_Name	(2~{R},3~{S})-1-(phenanthrene-2-carbonyl)piperazine-2,3-dicarboxylic acid
SMILES	c1ccc2c(c1)ccc3c2ccc(c3)C(=O)N4CCNC(C4C(=O)O)C(=O)O
Canonical_SMILES	OC(=O)[C@H]1[C@H](NCCN1C(=O)c1ccc2c(c1)ccc1c2cccc1)C(=O)O
InChI	1/C21H18N2O5/c24-19(23-10-9-22-17(20(25)26)18(23)21(27)28)14-7-8-16-13(11-14)6-5-12-3-1-2-4-15(12)16/h1-8,11,17-18,22H,9-10H2,(H,25,26)(H,27,28)/f/h25,27H
InChI_3D	1S/C21H18N2O5/c24-19(23-10-9-22-17(20(25)26)18(23)21(27)28)14-7-8-16-13(11-14)6-5-12-3-1-2-4-15(12)16/h1-8,11,17-18,22H,9-10H2,(H,25,26)(H,27,28)/t17-,18+/m0/s1
AuxInfo	1/1/N:1,2,3,4,5,6,8,7,18,19,9,10,11,14,12,13,20,21,15,16,17,22,23,24,25,27,26,28/E:(25,26)(27,28)/F:1,2,3,4,5,6,8,7,18,19,9,10,11,14,12,13,20,21,15,16,17,22,23,24,27,25,28,26/rA:46cCCCCCCCCCCCCCCCCCCCCCNNOOOOOHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;d5;;d7;;d3s5;s6s9;d4s10;s7d11s12;s8d9;s14;;;;s18;s16;s17s20;s18s20;s15s19s21;d15;d16;d17;s16;s17;s1;s2;s3;s4;s5;s6;s7;s8;s9;s18;s18;s19;s19;s20;s21;s22;s27;s28;/rC:-4.3691,6.2757,0;-3.499,6.7801,0;-4.3643,5.2708,0;-2.6243,6.2796,0;-3.4955,3.761,0;-2.6235,3.2543,0;-.8746,5.2792,0;.0024,4.775,0;-.8767,3.2545,0;-3.4974,4.7723,0;-1.748,3.7643,0;-2.6273,5.2769,0;-1.747,4.7767,0;.0014,3.7626,0;.8674,3.2626,0;3.4585,.3023,0;2.0804,1.9435,0;;0,1.0051,0;1.7348,0,0;1.7348,1.0051,0;.8674,-.4976,0;.8674,1.5126,0;1.7334,3.7626,0;4.1006,-.4643,0;1.4406,2.712,0;3.8014,1.2417,0;3.0659,2.1133,0;-4.8029,6.5243,0;-3.5004,7.2801,0;-4.7965,5.0194,0;-2.1914,6.5298,0;-3.9286,3.5113,0;-2.6233,2.7543,0;-.8749,5.7792,0;.4353,5.0252,0;-.8779,2.7545,0;-.1701,-.4702,0;-.4925,.0864,0;-.4922,.9173,0;-.1728,1.4743,0;1.9049,-.4702,0;2.227,.9173,0;.8674,-.9976,0;4.2939,1.328,0;3.2387,2.5825,0;
Duplicates	ChEBI189871_s0_p0;ChEBI189872_p0;ChEBI189873_s0_p0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189750-0000189999/ChEBI189871_s0_p0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189750-0000189999/ChEBI189871_s0_p0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189750-0000189999/ChEBI189871_s0_p0.sdf