NPASS drugs

Drug Information

Drug ID:	NPD1296
Drug Name:	Irosustat
Molecular Formula:	C14H15NO5S
Canonical SMILES:	O=c1oc2cc(ccc2c2c1CCCCC2)OS(=O)(=O)N
Standard InCHI:	InChI=1S/C14H15NO5S/c15-21(17,18)20-9-6-7-11-10-4-2-1-3-5-12(10)14(16)19-13(11)8-9/h6-8H,1-5H2,(H2,15,17,18)
Standard InCHIKey:	DSLPMJSGSBLWRE-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD1296

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	253
0.1-0.2	1362
0.2-0.3	3432
0.3-0.4	8466
0.4-0.5	4325
0.5-0.6	4156
0.6-0.7	6774
0.7-0.8	2016
0.8-0.85	96
0.85-0.9	10
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
High Similarity	0.873	NPC319378
High Similarity	0.8647	NPC175159
High Similarity	0.864	NPC152306
High Similarity	0.864	NPC96705
High Similarity	0.8582	NPC55147
High Similarity	0.8571	NPC298796
High Similarity	0.8571	NPC472517
High Similarity	0.8527	NPC315807
High Similarity	0.8527	NPC472518
High Similarity	0.8507	NPC307289
Intermediate Similarity	0.8492	NPC265547
Intermediate Similarity	0.8462	NPC73413
Intermediate Similarity	0.8462	NPC201667
Intermediate Similarity	0.845	NPC248429
Intermediate Similarity	0.845	NPC96286
Intermediate Similarity	0.8444	NPC54503
Intermediate Similarity	0.8438	NPC163200
Intermediate Similarity	0.8425	NPC281356
Intermediate Similarity	0.8397	NPC168259
Intermediate Similarity	0.8394	NPC104796
Intermediate Similarity	0.8385	NPC109675
Intermediate Similarity	0.8385	NPC273772
Intermediate Similarity	0.8372	NPC144418
Intermediate Similarity	0.8372	NPC52247
Intermediate Similarity	0.8372	NPC187868
Intermediate Similarity	0.8346	NPC472519
Intermediate Similarity	0.8333	NPC128633
Intermediate Similarity	0.8333	NPC471069
Intermediate Similarity	0.8333	NPC471068
Intermediate Similarity	0.8333	NPC472516
Intermediate Similarity	0.8321	NPC111347
Intermediate Similarity	0.8321	NPC27671
Intermediate Similarity	0.8321	NPC61499
Intermediate Similarity	0.8321	NPC229128
Intermediate Similarity	0.8321	NPC66705
Intermediate Similarity	0.8308	NPC13007
Intermediate Similarity	0.8308	NPC257188
Intermediate Similarity	0.8295	NPC235190
Intermediate Similarity	0.8295	NPC302107
Intermediate Similarity	0.8295	NPC180006
Intermediate Similarity	0.8284	NPC474289
Intermediate Similarity	0.8273	NPC307883
Intermediate Similarity	0.8273	NPC332594
Intermediate Similarity	0.8273	NPC471070
Intermediate Similarity	0.8273	NPC253616
Intermediate Similarity	0.8273	NPC148738
Intermediate Similarity	0.8273	NPC319870
Intermediate Similarity	0.8273	NPC471071
Intermediate Similarity	0.8273	NPC221046
Intermediate Similarity	0.8273	NPC103001
Intermediate Similarity	0.8273	NPC471072
Intermediate Similarity	0.8273	NPC327612
Intermediate Similarity	0.8273	NPC73078
Intermediate Similarity	0.8258	NPC471827
Intermediate Similarity	0.8258	NPC244495
Intermediate Similarity	0.8258	NPC471828
Intermediate Similarity	0.8258	NPC93219
Intermediate Similarity	0.8244	NPC154176
Intermediate Similarity	0.8244	NPC173350
Intermediate Similarity	0.8244	NPC290605
Intermediate Similarity	0.8217	NPC247553
Intermediate Similarity	0.8214	NPC36414
Intermediate Similarity	0.8214	NPC71903
Intermediate Similarity	0.8209	NPC157212
Intermediate Similarity	0.8209	NPC185066
Intermediate Similarity	0.8209	NPC199204
Intermediate Similarity	0.8201	NPC268081
Intermediate Similarity	0.8195	NPC188327
Intermediate Similarity	0.8195	NPC234109
Intermediate Similarity	0.8195	NPC471826
Intermediate Similarity	0.8182	NPC291899
Intermediate Similarity	0.8156	NPC310370
Intermediate Similarity	0.8156	NPC155552
Intermediate Similarity	0.8156	NPC183642
Intermediate Similarity	0.8156	NPC136095
Intermediate Similarity	0.8156	NPC170812
Intermediate Similarity	0.8148	NPC168710
Intermediate Similarity	0.8134	NPC475496
Intermediate Similarity	0.8134	NPC49852
Intermediate Similarity	0.8134	NPC243688
Intermediate Similarity	0.8129	NPC223616
Intermediate Similarity	0.8129	NPC317045
Intermediate Similarity	0.8129	NPC246177
Intermediate Similarity	0.8088	NPC80170
Intermediate Similarity	0.8088	NPC32463
Intermediate Similarity	0.8077	NPC474874
Intermediate Similarity	0.8074	NPC473907
Intermediate Similarity	0.806	NPC101894
Intermediate Similarity	0.8043	NPC7526
Intermediate Similarity	0.8043	NPC222036
Intermediate Similarity	0.8042	NPC229916
Intermediate Similarity	0.8028	NPC473209
Intermediate Similarity	0.8028	NPC472515
Intermediate Similarity	0.8015	NPC473894
Intermediate Similarity	0.8	NPC160727
Intermediate Similarity	0.8	NPC258567
Intermediate Similarity	0.8	NPC55615
Intermediate Similarity	0.8	NPC476455
Intermediate Similarity	0.8	NPC177281
Intermediate Similarity	0.8	NPC128529
Intermediate Similarity	0.8	NPC121740
Intermediate Similarity	0.8	NPC471630
Intermediate Similarity	0.8	NPC283331
Intermediate Similarity	0.8	NPC283019
Intermediate Similarity	0.8	NPC224774
Intermediate Similarity	0.8	NPC149320
Intermediate Similarity	0.7986	NPC18804
Intermediate Similarity	0.7986	NPC47163
Intermediate Similarity	0.7986	NPC55149
Intermediate Similarity	0.7986	NPC195343
Intermediate Similarity	0.7986	NPC260265
Intermediate Similarity	0.7986	NPC198381
Intermediate Similarity	0.7986	NPC251372
Intermediate Similarity	0.7986	NPC319859
Intermediate Similarity	0.7986	NPC267412
Intermediate Similarity	0.7986	NPC84894
Intermediate Similarity	0.7986	NPC307412
Intermediate Similarity	0.7986	NPC100986
Intermediate Similarity	0.7986	NPC166672
Intermediate Similarity	0.7986	NPC74655
Intermediate Similarity	0.7986	NPC287182
Intermediate Similarity	0.7986	NPC164269
Intermediate Similarity	0.7986	NPC127888
Intermediate Similarity	0.7985	NPC165556
Intermediate Similarity	0.7972	NPC474037
Intermediate Similarity	0.7971	NPC113006
Intermediate Similarity	0.7971	NPC119985
Intermediate Similarity	0.7971	NPC280476
Intermediate Similarity	0.7971	NPC14248
Intermediate Similarity	0.7971	NPC19157
Intermediate Similarity	0.7971	NPC194277
Intermediate Similarity	0.7971	NPC278556
Intermediate Similarity	0.797	NPC50720
Intermediate Similarity	0.7956	NPC146615
Intermediate Similarity	0.7956	NPC113098
Intermediate Similarity	0.7941	NPC469453
Intermediate Similarity	0.7937	NPC233238
Intermediate Similarity	0.7931	NPC76657
Intermediate Similarity	0.7931	NPC71739
Intermediate Similarity	0.7931	NPC295696
Intermediate Similarity	0.7929	NPC86892
Intermediate Similarity	0.7929	NPC281241
Intermediate Similarity	0.7929	NPC472424
Intermediate Similarity	0.7929	NPC471625
Intermediate Similarity	0.7929	NPC471909
Intermediate Similarity	0.792	NPC149545
Intermediate Similarity	0.792	NPC259554
Intermediate Similarity	0.7917	NPC254010
Intermediate Similarity	0.7914	NPC473655
Intermediate Similarity	0.7914	NPC318400
Intermediate Similarity	0.7914	NPC471910
Intermediate Similarity	0.7914	NPC133956
Intermediate Similarity	0.7914	NPC207002
Intermediate Similarity	0.7914	NPC163557
Intermediate Similarity	0.7914	NPC229646
Intermediate Similarity	0.7914	NPC296624
Intermediate Similarity	0.7914	NPC31849
Intermediate Similarity	0.7914	NPC101294
Intermediate Similarity	0.7914	NPC167111
Intermediate Similarity	0.791	NPC89630
Intermediate Similarity	0.7902	NPC262635
Intermediate Similarity	0.7902	NPC254994
Intermediate Similarity	0.7899	NPC250727
Intermediate Similarity	0.7899	NPC29734
Intermediate Similarity	0.7899	NPC5515
Intermediate Similarity	0.7899	NPC267336
Intermediate Similarity	0.7899	NPC270369
Intermediate Similarity	0.7899	NPC272650
Intermediate Similarity	0.7895	NPC150214
Intermediate Similarity	0.7887	NPC38153
Intermediate Similarity	0.7877	NPC208584
Intermediate Similarity	0.7872	NPC46869
Intermediate Similarity	0.7868	NPC264428
Intermediate Similarity	0.7868	NPC37512
Intermediate Similarity	0.7868	NPC41721
Intermediate Similarity	0.7863	NPC264976
Intermediate Similarity	0.7862	NPC36181
Intermediate Similarity	0.7862	NPC313036
Intermediate Similarity	0.7857	NPC93756
Intermediate Similarity	0.7857	NPC204353
Intermediate Similarity	0.7857	NPC62366
Intermediate Similarity	0.7857	NPC326600
Intermediate Similarity	0.7857	NPC50898
Intermediate Similarity	0.7857	NPC274121
Intermediate Similarity	0.7857	NPC78540
Intermediate Similarity	0.7857	NPC98179
Intermediate Similarity	0.7857	NPC292998
Intermediate Similarity	0.7857	NPC50896
Intermediate Similarity	0.7857	NPC106141
Intermediate Similarity	0.7857	NPC108113
Intermediate Similarity	0.7857	NPC131950
Intermediate Similarity	0.7857	NPC213216
Intermediate Similarity	0.7857	NPC253574
Intermediate Similarity	0.7847	NPC470856
Intermediate Similarity	0.7846	NPC471503
Intermediate Similarity	0.7846	NPC471498
Intermediate Similarity	0.7842	NPC31872
Intermediate Similarity	0.7842	NPC469956
Intermediate Similarity	0.7842	NPC284424
Intermediate Similarity	0.7842	NPC473584

Drug Structure

NPD1296 OpenBabel08211700192D 23 25 0 0 0 0 0 0 0 0999 V2000 -5.6547 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2209 -2.5990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2209 -4.4010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2459 -2.3765 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2459 -4.6235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 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 -0.8660 -2.5000 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 -3.4641 -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 -3.4641 -4.0000 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 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -5.5000 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 -1.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -4.0000 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 1.5000 0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 10 1 0 0 0 0 5 12 1 0 0 0 0 6 7 2 0 0 0 0 6 9 1 0 0 0 0 7 11 1 0 0 0 0 8 9 2 0 0 0 0 8 13 1 0 0 0 0 9 20 1 0 0 0 0 10 11 1 0 0 0 0 10 12 2 0 0 0 0 11 13 2 0 0 0 0 12 14 1 0 0 0 0 13 19 1 0 0 0 0 14 16 2 0 0 0 0 14 19 1 0 0 0 0 15 21 1 0 0 0 0 15 22 1 0 0 0 0 15 23 1 0 0 0 0 17 21 2 0 0 0 0 18 21 2 0 0 0 0 20 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC003732; DCL000238
DrugBank	DB02292
ChEMBL	CHEMBL286738
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5287541
ChEBI
CAS Number	288628-05-7

Drug Properties

Molecular Weight	309.07
ALogP	-1.6578
MLogP	2.23
XLogP	1.5
HDA	4
HBD	1
Rotatable Bonds	3
TPSA	104.07
RO5 Violation	0