CompChem-Database: compound details

CompChem-Database: details for selected entry

DB13101 (10866)

Formula C₂₃H₂₁N₅O₃S

MW 447.51

InChIKey PRXXYMVLYKJITB-HXTKINSTNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 53

Number_Heavy_Atoms 32

Number_Rings 4

Number_Bonds 56

Rotat_Bonds 7

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 8

HB_Donor 2

HB_Acceptor 4

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 2.9

logP 5.0947

PSA 120.39

MR 124.314

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 30.80864

PM7_Total_Energy_ev -5099.84874

PM7_Electronic_Energy_ev -40550.99648

PM7_Dipole_Debye 10.77883

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.231

PM7_LUMO_Energy_ev -1.036

PM7_COSMO_Area_square_ang 461.08

PM7_COSMO_Volue_cubic_ang 508.53

PM7_Electron_Affinity_ev 1.036

PM7_Ionization_Energy_ev 8.231

PM7_Energy_Gap_ev 7.195

PM7_Global_Hardness_ev 3.5975

PM7_Global_Softness_ev 0.27797081306462823

PM7_Chemical_Potential_ev -4.6335

PM7_Electronigativity_ev 4.6335

PM7_Back_Donation_Energy_ev -0.899375

PM7_Electrophilicity_ev 2.9839224808895066

OPENEYE_Name (~{E})-~{N}-(2-aminophenyl)-3-[1-[4-(1-methylpyrazol-4-yl)phenyl]sulfonylpyrrol-3-yl]prop-2-enamide

SMILES c1ccc(c(c1)N)NC(=O)C=Cc2ccn(c2)S(=O)(=O)c3ccc(cc3)c4cnn(c4)C

Canonical_SMILES O=C(Nc1ccccc1N)/C=C/c1ccn(c1)S(=O)(=O)c1ccc(cc1)c1cnn(c1)C

InChI 1/C23H21N5O3S/c1-27-16-19(14-25-27)18-7-9-20(10-8-18)32(30,31)28-13-12-17(15-28)6-11-23(29)26-22-5-3-2-4-21(22)24/h2-16H,24H2,1H3,(H,26,29)/f/h26H

InChI_3D 1S/C23H21N5O3S/c1-27-16-19(14-25-27)18-7-9-20(10-8-18)32(30,31)28-13-12-17(15-28)6-11-23(29)26-22-5-3-2-4-21(22)24/h2-16H,24H2,1H3,(H,26,29)/b11-6+

AuxInfo 1/1/N:23,1,2,5,6,20,3,4,7,8,21,9,11,10,13,12,16,14,15,19,17,18,22,27,24,28,26,25,29,30,31,32/E:(7,8)(9,10)(30,31)/F:m/E:m/CRV:32.6/rA:53nCCCCCCCCCCCCCCCCCCCCCCCNNNNNOOOSHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s1;s2;d3;s4;;;d9;;;s3d4;s10d12s14;s9d13;d5;d6s17;s7d8;s16;w20;s21;;d10;s11s13;s12s23s24;s17;s18s22;d22;;;s19s25d30d31;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s13;s20;s21;s23;s23;s23;s27;s27;s28;/rC:5.9309,-3.8504,0;4.9366,-3.9566,0;1.3629,5.0568,0;-.3721,5.0542,0;6.3414,-2.9385,0;4.3467,-3.1427,0;1.3645,4.0516,0;-.3705,4.049,0;;-.3159,7.1406,0;-.3065,.9518,0;1.3017,7.144,0;1.3133,.9518,0;.4947,5.553,0;.4931,6.553,0;1.0015,0,0;5.7516,-2.1246,0;4.7512,-2.2225,0;.4977,3.5426,0;1.5883,-.8097,0;2.583,-.7064,0;3.1698,-1.5161,0;1.5784,8.9062,0;-.0128,8.0939,0;.5008,1.5426,0;.9918,8.0964,0;6.1621,-1.2127,0;4.1644,-1.4128,0;2.7619,-2.4292,0;1.4993,2.5441,0;-.5007,2.5411,0;.4993,2.5426,0;6.2243,-4.2553,0;4.7333,-4.4134,0;1.7952,5.3081,0;-.8051,5.3041,0;6.8388,-2.8876,0;3.8495,-3.1958,0;1.7986,3.8036,0;-.8039,3.7996,0;-.2944,-.4041,0;-.791,6.9845,0;-.7821,1.1061,0;1.7775,6.9902,0;1.789,1.1056,0;1.3844,-1.2663,0;2.7869,-.2499,0;1.1735,9.1996,0;1.9833,8.6129,0;1.8717,9.3112,0;5.8699,-.807,0;6.6596,-1.1625,0;4.3683,-.9563,0;

Duplicates DB13101

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013000-0000013249/DB13101.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013000-0000013249/DB13101.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013000-0000013249/DB13101.sdf

Formula	C₂₃H₂₁N₅O₃S
MW	447.51
InChIKey	PRXXYMVLYKJITB-HXTKINSTNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	53
Number_Heavy_Atoms	32
Number_Rings	4
Number_Bonds	56
Rotat_Bonds	7
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	8
HB_Donor	2
HB_Acceptor	4
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	2.9
logP	5.0947
PSA	120.39
MR	124.314
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	30.80864
PM7_Total_Energy_ev	-5099.84874
PM7_Electronic_Energy_ev	-40550.99648
PM7_Dipole_Debye	10.77883
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.231
PM7_LUMO_Energy_ev	-1.036
PM7_COSMO_Area_square_ang	461.08
PM7_COSMO_Volue_cubic_ang	508.53
PM7_Electron_Affinity_ev	1.036
PM7_Ionization_Energy_ev	8.231
PM7_Energy_Gap_ev	7.195
PM7_Global_Hardness_ev	3.5975
PM7_Global_Softness_ev	0.27797081306462823
PM7_Chemical_Potential_ev	-4.6335
PM7_Electronigativity_ev	4.6335
PM7_Back_Donation_Energy_ev	-0.899375
PM7_Electrophilicity_ev	2.9839224808895066
OPENEYE_Name	(~{E})-~{N}-(2-aminophenyl)-3-[1-[4-(1-methylpyrazol-4-yl)phenyl]sulfonylpyrrol-3-yl]prop-2-enamide
SMILES	c1ccc(c(c1)N)NC(=O)C=Cc2ccn(c2)S(=O)(=O)c3ccc(cc3)c4cnn(c4)C
Canonical_SMILES	O=C(Nc1ccccc1N)/C=C/c1ccn(c1)S(=O)(=O)c1ccc(cc1)c1cnn(c1)C
InChI	1/C23H21N5O3S/c1-27-16-19(14-25-27)18-7-9-20(10-8-18)32(30,31)28-13-12-17(15-28)6-11-23(29)26-22-5-3-2-4-21(22)24/h2-16H,24H2,1H3,(H,26,29)/f/h26H
InChI_3D	1S/C23H21N5O3S/c1-27-16-19(14-25-27)18-7-9-20(10-8-18)32(30,31)28-13-12-17(15-28)6-11-23(29)26-22-5-3-2-4-21(22)24/h2-16H,24H2,1H3,(H,26,29)/b11-6+
AuxInfo	1/1/N:23,1,2,5,6,20,3,4,7,8,21,9,11,10,13,12,16,14,15,19,17,18,22,27,24,28,26,25,29,30,31,32/E:(7,8)(9,10)(30,31)/F:m/E:m/CRV:32.6/rA:53nCCCCCCCCCCCCCCCCCCCCCCCNNNNNOOOSHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s1;s2;d3;s4;;;d9;;;s3d4;s10d12s14;s9d13;d5;d6s17;s7d8;s16;w20;s21;;d10;s11s13;s12s23s24;s17;s18s22;d22;;;s19s25d30d31;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s13;s20;s21;s23;s23;s23;s27;s27;s28;/rC:5.9309,-3.8504,0;4.9366,-3.9566,0;1.3629,5.0568,0;-.3721,5.0542,0;6.3414,-2.9385,0;4.3467,-3.1427,0;1.3645,4.0516,0;-.3705,4.049,0;;-.3159,7.1406,0;-.3065,.9518,0;1.3017,7.144,0;1.3133,.9518,0;.4947,5.553,0;.4931,6.553,0;1.0015,0,0;5.7516,-2.1246,0;4.7512,-2.2225,0;.4977,3.5426,0;1.5883,-.8097,0;2.583,-.7064,0;3.1698,-1.5161,0;1.5784,8.9062,0;-.0128,8.0939,0;.5008,1.5426,0;.9918,8.0964,0;6.1621,-1.2127,0;4.1644,-1.4128,0;2.7619,-2.4292,0;1.4993,2.5441,0;-.5007,2.5411,0;.4993,2.5426,0;6.2243,-4.2553,0;4.7333,-4.4134,0;1.7952,5.3081,0;-.8051,5.3041,0;6.8388,-2.8876,0;3.8495,-3.1958,0;1.7986,3.8036,0;-.8039,3.7996,0;-.2944,-.4041,0;-.791,6.9845,0;-.7821,1.1061,0;1.7775,6.9902,0;1.789,1.1056,0;1.3844,-1.2663,0;2.7869,-.2499,0;1.1735,9.1996,0;1.9833,8.6129,0;1.8717,9.3112,0;5.8699,-.807,0;6.6596,-1.1625,0;4.3683,-.9563,0;
Duplicates	DB13101
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013000-0000013249/DB13101.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013000-0000013249/DB13101.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013000-0000013249/DB13101.sdf