NPASS drugs

Drug Information

Drug ID:	NPD4304
Drug Name:	PI-083
Molecular Formula:	C21H14ClN3O4S
Canonical SMILES:	ClC1=C(Nc2ccc(cc2)S(=O)(=O)Nc2ccccn2)C(=O)c2c(C1=O)cccc2
Standard InCHI:	InChI=1S/C21H14ClN3O4S/c22-18-19(21(27)16-6-2-1-5-15(16)20(18)26)24-13-8-10-14(11-9-13)30(28,29)25-17-7-3-4-12-23-17/h1-12,24H,(H,23,25)
Standard InCHIKey:	QRPKNPKHGNUFGK-UHFFFAOYSA-N
Max Developmental Stage:	Discovery
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4304

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	508
0.1-0.2	4916
0.2-0.3	12343
0.3-0.4	9556
0.4-0.5	1714
0.5-0.6	1590
0.6-0.7	254
0.7-0.8	9
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
Intermediate Similarity	0.7459	NPC229055
Intermediate Similarity	0.7202	NPC70949
Intermediate Similarity	0.7189	NPC105811
Intermediate Similarity	0.7128	NPC251391
Intermediate Similarity	0.7081	NPC467188
Intermediate Similarity	0.7074	NPC70406
Intermediate Similarity	0.7021	NPC313889
Intermediate Similarity	0.7016	NPC213914
Intermediate Similarity	0.701	NPC103119
Remote Similarity	0.699	NPC216550
Remote Similarity	0.6985	NPC284775
Remote Similarity	0.6985	NPC237188
Remote Similarity	0.6979	NPC80681
Remote Similarity	0.6968	NPC123906
Remote Similarity	0.6911	NPC209362
Remote Similarity	0.69	NPC157583
Remote Similarity	0.6875	NPC74357
Remote Similarity	0.6872	NPC265100
Remote Similarity	0.6857	NPC167710
Remote Similarity	0.6845	NPC255909
Remote Similarity	0.6839	NPC469897
Remote Similarity	0.6798	NPC191415
Remote Similarity	0.6794	NPC326422
Remote Similarity	0.6779	NPC476460
Remote Similarity	0.6774	NPC116555
Remote Similarity	0.6749	NPC477042
Remote Similarity	0.6732	NPC477003
Remote Similarity	0.6718	NPC474492
Remote Similarity	0.6714	NPC304203
Remote Similarity	0.6667	NPC47190
Remote Similarity	0.6667	NPC317701
Remote Similarity	0.6667	NPC73994
Remote Similarity	0.665	NPC467063
Remote Similarity	0.6636	NPC88115
Remote Similarity	0.662	NPC106757
Remote Similarity	0.6607	NPC267811
Remote Similarity	0.6602	NPC102755
Remote Similarity	0.6599	NPC100104
Remote Similarity	0.6599	NPC470680
Remote Similarity	0.6589	NPC34837
Remote Similarity	0.658	NPC473878
Remote Similarity	0.6573	NPC128244
Remote Similarity	0.657	NPC21429
Remote Similarity	0.6553	NPC470677
Remote Similarity	0.6546	NPC217021
Remote Similarity	0.6546	NPC470679
Remote Similarity	0.6535	NPC262338
Remote Similarity	0.653	NPC472064
Remote Similarity	0.6528	NPC102664
Remote Similarity	0.6507	NPC135601
Remote Similarity	0.6507	NPC17273
Remote Similarity	0.6507	NPC141612
Remote Similarity	0.6495	NPC471655
Remote Similarity	0.6493	NPC324091
Remote Similarity	0.6489	NPC147983
Remote Similarity	0.6489	NPC177996
Remote Similarity	0.6477	NPC100726
Remote Similarity	0.6471	NPC293216
Remote Similarity	0.6459	NPC133003
Remote Similarity	0.6444	NPC192533
Remote Similarity	0.6442	NPC470205
Remote Similarity	0.6429	NPC477413
Remote Similarity	0.6429	NPC471193
Remote Similarity	0.6429	NPC471194
Remote Similarity	0.6425	NPC471997
Remote Similarity	0.6422	NPC98864
Remote Similarity	0.6422	NPC252572
Remote Similarity	0.6418	NPC115232
Remote Similarity	0.6418	NPC42372
Remote Similarity	0.6411	NPC285923
Remote Similarity	0.6408	NPC83774
Remote Similarity	0.6406	NPC237414
Remote Similarity	0.6404	NPC471943
Remote Similarity	0.6398	NPC23476
Remote Similarity	0.6398	NPC477415
Remote Similarity	0.6398	NPC474259
Remote Similarity	0.639	NPC469529
Remote Similarity	0.638	NPC472065
Remote Similarity	0.6378	NPC282398
Remote Similarity	0.6368	NPC274981
Remote Similarity	0.6364	NPC476817
Remote Similarity	0.6359	NPC248782
Remote Similarity	0.6359	NPC151635
Remote Similarity	0.6356	NPC470702
Remote Similarity	0.6356	NPC473218
Remote Similarity	0.6351	NPC469359
Remote Similarity	0.6347	NPC469308
Remote Similarity	0.6346	NPC79777
Remote Similarity	0.6346	NPC61011
Remote Similarity	0.6343	NPC102592
Remote Similarity	0.6343	NPC79356
Remote Similarity	0.6338	NPC268966
Remote Similarity	0.6337	NPC233380
Remote Similarity	0.6335	NPC473239
Remote Similarity	0.6333	NPC46895
Remote Similarity	0.633	NPC284338
Remote Similarity	0.633	NPC103361
Remote Similarity	0.633	NPC477004
Remote Similarity	0.633	NPC74413
Remote Similarity	0.6327	NPC470703
Remote Similarity	0.6318	NPC472062
Remote Similarity	0.6318	NPC472063
Remote Similarity	0.6318	NPC242116
Remote Similarity	0.6318	NPC472069
Remote Similarity	0.6313	NPC227582
Remote Similarity	0.6313	NPC106824
Remote Similarity	0.6311	NPC72956
Remote Similarity	0.6296	NPC135950
Remote Similarity	0.6286	NPC117027
Remote Similarity	0.6284	NPC477041
Remote Similarity	0.6284	NPC477044
Remote Similarity	0.6283	NPC6865
Remote Similarity	0.6283	NPC153980
Remote Similarity	0.6279	NPC272458
Remote Similarity	0.6274	NPC118084
Remote Similarity	0.6272	NPC470731
Remote Similarity	0.6268	NPC234403
Remote Similarity	0.6268	NPC88110
Remote Similarity	0.6268	NPC182940
Remote Similarity	0.6262	NPC469489
Remote Similarity	0.6257	NPC101165
Remote Similarity	0.6256	NPC81535
Remote Similarity	0.6245	NPC27041
Remote Similarity	0.6245	NPC267078
Remote Similarity	0.6245	NPC935
Remote Similarity	0.6244	NPC260900
Remote Similarity	0.6244	NPC328596
Remote Similarity	0.6244	NPC328318
Remote Similarity	0.6239	NPC473814
Remote Similarity	0.6239	NPC74153
Remote Similarity	0.6239	NPC78767
Remote Similarity	0.6232	NPC139763
Remote Similarity	0.6229	NPC116622
Remote Similarity	0.6227	NPC252338
Remote Similarity	0.6227	NPC121327
Remote Similarity	0.6225	NPC114637
Remote Similarity	0.6222	NPC472070
Remote Similarity	0.6221	NPC202812
Remote Similarity	0.6218	NPC474357
Remote Similarity	0.6205	NPC243850
Remote Similarity	0.6203	NPC470323
Remote Similarity	0.6201	NPC470732
Remote Similarity	0.6201	NPC471192
Remote Similarity	0.619	NPC16659
Remote Similarity	0.6188	NPC327592
Remote Similarity	0.6186	NPC154339
Remote Similarity	0.6186	NPC136002
Remote Similarity	0.6183	NPC471589
Remote Similarity	0.6182	NPC477045
Remote Similarity	0.618	NPC327095
Remote Similarity	0.618	NPC312942
Remote Similarity	0.6176	NPC71132
Remote Similarity	0.6175	NPC477414
Remote Similarity	0.6175	NPC221726
Remote Similarity	0.6175	NPC473821
Remote Similarity	0.6175	NPC225622
Remote Similarity	0.6161	NPC317373
Remote Similarity	0.6154	NPC40455
Remote Similarity	0.6154	NPC229893
Remote Similarity	0.615	NPC99939
Remote Similarity	0.615	NPC308931
Remote Similarity	0.6147	NPC195239
Remote Similarity	0.6147	NPC157828
Remote Similarity	0.6147	NPC93390
Remote Similarity	0.6146	NPC56233
Remote Similarity	0.6146	NPC41717
Remote Similarity	0.6143	NPC283219
Remote Similarity	0.6143	NPC265710
Remote Similarity	0.6142	NPC477974
Remote Similarity	0.614	NPC473666
Remote Similarity	0.6136	NPC474916
Remote Similarity	0.6136	NPC476143
Remote Similarity	0.6131	NPC472260
Remote Similarity	0.6128	NPC19170
Remote Similarity	0.6127	NPC478184
Remote Similarity	0.6127	NPC271797
Remote Similarity	0.6127	NPC21174
Remote Similarity	0.6119	NPC472293
Remote Similarity	0.6119	NPC11445
Remote Similarity	0.6116	NPC477043
Remote Similarity	0.6114	NPC32002
Remote Similarity	0.6114	NPC315348
Remote Similarity	0.6109	NPC474767
Remote Similarity	0.6106	NPC477976
Remote Similarity	0.6103	NPC207851
Remote Similarity	0.6101	NPC267343
Remote Similarity	0.61	NPC295021
Remote Similarity	0.6099	NPC143977
Remote Similarity	0.6096	NPC313823
Remote Similarity	0.6095	NPC240088
Remote Similarity	0.6095	NPC84827
Remote Similarity	0.6095	NPC145885
Remote Similarity	0.6095	NPC473380
Remote Similarity	0.6095	NPC14113
Remote Similarity	0.6094	NPC65408
Remote Similarity	0.6094	NPC314102
Remote Similarity	0.6094	NPC251722
Remote Similarity	0.6089	NPC76982
Remote Similarity	0.6087	NPC116961
Remote Similarity	0.6077	NPC317054

Drug Structure

NPD4304 OpenBabel08211705262D 32 35 0 0 0 0 0 0 0 0999 V2000 -7.0000 -3.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5000 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0000 -3.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5000 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5000 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 -1.7321 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.0000 -3.4641 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -4.5000 0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 5 1 0 0 0 0 2 6 1 0 0 0 0 3 4 2 0 0 0 0 3 7 1 0 0 0 0 4 12 1 0 0 0 0 5 15 2 0 0 0 0 6 16 2 0 0 0 0 7 17 2 0 0 0 0 8 10 1 0 0 0 0 8 13 2 0 0 0 0 9 11 2 0 0 0 0 9 13 1 0 0 0 0 10 14 2 0 0 0 0 11 14 1 0 0 0 0 12 23 2 0 0 0 0 13 24 1 0 0 0 0 14 30 1 0 0 0 0 15 16 1 0 0 0 0 15 20 1 0 0 0 0 16 21 1 0 0 0 0 17 23 1 0 0 0 0 17 25 1 0 0 0 0 18 19 2 0 0 0 0 18 20 1 0 0 0 0 18 22 1 0 0 0 0 19 21 1 0 0 0 0 19 24 1 0 0 0 0 20 26 2 0 0 0 0 21 27 2 0 0 0 0 24 31 1 0 0 0 0 25 30 1 0 0 0 0 25 32 1 0 0 0 0 28 30 2 0 0 0 0 29 30 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB012914
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	439.04
ALogP	-1.4948
MLogP	2.78
XLogP	5.179
HDA	7
HBD	2
Rotatable Bonds	6
TPSA	113.61
RO5 Violation	1