NPASS drugs

Drug Information

Drug ID:	NPD5085
Drug Name:
Molecular Formula:	C22H25NO2S
Canonical SMILES:	CCOc1ccc2c(c1)Sc1c(C2=C2CCN(CC2)C)c(OC)ccc1
Standard InCHI:	InChI=1S/C22H25NO2S/c1-4-25-16-8-9-17-20(14-16)26-19-7-5-6-18(24-3)22(19)21(17)15-10-12-23(2)13-11-15/h5-9,14H,4,10-13H2,1-3H3
Standard InCHIKey:	ANZVBVKYXOGOQC-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5085

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	173
0.1-0.2	1313
0.2-0.3	5627
0.3-0.4	7796
0.4-0.5	4798
0.5-0.6	9148
0.6-0.7	2005
0.7-0.8	30
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	0.7518	NPC255253
Intermediate Similarity	0.7515	NPC149571
Intermediate Similarity	0.7451	NPC189908
Intermediate Similarity	0.7394	NPC328267
Intermediate Similarity	0.7379	NPC283079
Intermediate Similarity	0.7357	NPC321133
Intermediate Similarity	0.7357	NPC263835
Intermediate Similarity	0.7348	NPC326801
Intermediate Similarity	0.7273	NPC475269
Intermediate Similarity	0.7181	NPC325568
Intermediate Similarity	0.7163	NPC59561
Intermediate Similarity	0.7163	NPC172253
Intermediate Similarity	0.7152	NPC307682
Intermediate Similarity	0.7134	NPC210437
Intermediate Similarity	0.7134	NPC16107
Intermediate Similarity	0.7134	NPC51957
Intermediate Similarity	0.7134	NPC106295
Intermediate Similarity	0.7134	NPC476144
Intermediate Similarity	0.7114	NPC118419
Intermediate Similarity	0.7101	NPC26524
Intermediate Similarity	0.7089	NPC7467
Intermediate Similarity	0.7042	NPC43275
Intermediate Similarity	0.7042	NPC256369
Intermediate Similarity	0.703	NPC94292
Intermediate Similarity	0.7024	NPC130921
Intermediate Similarity	0.7019	NPC203424
Intermediate Similarity	0.7019	NPC206372
Intermediate Similarity	0.7013	NPC314682
Intermediate Similarity	0.7007	NPC218323
Intermediate Similarity	0.7	NPC474200
Remote Similarity	0.6994	NPC180756
Remote Similarity	0.6994	NPC323443
Remote Similarity	0.6987	NPC128019
Remote Similarity	0.6987	NPC136860
Remote Similarity	0.6987	NPC476567
Remote Similarity	0.6974	NPC11147
Remote Similarity	0.6968	NPC213206
Remote Similarity	0.6968	NPC470925
Remote Similarity	0.6968	NPC328750
Remote Similarity	0.6968	NPC188163
Remote Similarity	0.6968	NPC474915
Remote Similarity	0.6966	NPC100099
Remote Similarity	0.6966	NPC36016
Remote Similarity	0.6959	NPC172403
Remote Similarity	0.6918	NPC211218
Remote Similarity	0.6918	NPC476151
Remote Similarity	0.6918	NPC76465
Remote Similarity	0.6918	NPC38761
Remote Similarity	0.6918	NPC307020
Remote Similarity	0.6918	NPC144863
Remote Similarity	0.6914	NPC28414
Remote Similarity	0.6914	NPC298924
Remote Similarity	0.6903	NPC212850
Remote Similarity	0.6903	NPC83289
Remote Similarity	0.6903	NPC189724
Remote Similarity	0.6897	NPC54972
Remote Similarity	0.689	NPC25084
Remote Similarity	0.689	NPC247639
Remote Similarity	0.6889	NPC470393
Remote Similarity	0.6884	NPC95977
Remote Similarity	0.6883	NPC193528
Remote Similarity	0.6871	NPC62101
Remote Similarity	0.6871	NPC246648
Remote Similarity	0.6871	NPC86502
Remote Similarity	0.6871	NPC95733
Remote Similarity	0.6871	NPC197351
Remote Similarity	0.6871	NPC106914
Remote Similarity	0.6871	NPC294156
Remote Similarity	0.6871	NPC134195
Remote Similarity	0.6871	NPC256015
Remote Similarity	0.6852	NPC81733
Remote Similarity	0.6852	NPC326316
Remote Similarity	0.6846	NPC149796
Remote Similarity	0.6838	NPC113457
Remote Similarity	0.6835	NPC247298
Remote Similarity	0.6832	NPC92541
Remote Similarity	0.6832	NPC103379
Remote Similarity	0.6832	NPC477565
Remote Similarity	0.6829	NPC172765
Remote Similarity	0.6829	NPC278799
Remote Similarity	0.6829	NPC127674
Remote Similarity	0.6829	NPC249797
Remote Similarity	0.6829	NPC39701
Remote Similarity	0.6829	NPC295691
Remote Similarity	0.6829	NPC207757
Remote Similarity	0.6829	NPC216459
Remote Similarity	0.6829	NPC41178
Remote Similarity	0.6829	NPC150670
Remote Similarity	0.6829	NPC276588
Remote Similarity	0.6829	NPC54379
Remote Similarity	0.6829	NPC5238
Remote Similarity	0.6829	NPC204828
Remote Similarity	0.6829	NPC469817
Remote Similarity	0.6829	NPC184026
Remote Similarity	0.6829	NPC189266
Remote Similarity	0.6829	NPC2413
Remote Similarity	0.6829	NPC138487
Remote Similarity	0.6829	NPC110416
Remote Similarity	0.6829	NPC193949
Remote Similarity	0.6824	NPC29477
Remote Similarity	0.6824	NPC102540
Remote Similarity	0.6824	NPC103420
Remote Similarity	0.6824	NPC320242
Remote Similarity	0.6824	NPC17809
Remote Similarity	0.6824	NPC188022
Remote Similarity	0.6824	NPC136112
Remote Similarity	0.6824	NPC285040
Remote Similarity	0.6824	NPC141739
Remote Similarity	0.6818	NPC231884
Remote Similarity	0.6818	NPC167944
Remote Similarity	0.6818	NPC42793
Remote Similarity	0.6815	NPC38079
Remote Similarity	0.6815	NPC108875
Remote Similarity	0.6813	NPC90844
Remote Similarity	0.6813	NPC253883
Remote Similarity	0.6813	NPC95075
Remote Similarity	0.6812	NPC474272
Remote Similarity	0.6792	NPC185838
Remote Similarity	0.6791	NPC300166
Remote Similarity	0.6788	NPC146288
Remote Similarity	0.6788	NPC186469
Remote Similarity	0.6779	NPC283049
Remote Similarity	0.6779	NPC276212
Remote Similarity	0.6779	NPC230479
Remote Similarity	0.6779	NPC50315
Remote Similarity	0.6779	NPC26879
Remote Similarity	0.6774	NPC231163
Remote Similarity	0.6774	NPC318591
Remote Similarity	0.6767	NPC471576
Remote Similarity	0.6765	NPC473855
Remote Similarity	0.6765	NPC42383
Remote Similarity	0.6761	NPC303370
Remote Similarity	0.6759	NPC8283
Remote Similarity	0.6759	NPC258979
Remote Similarity	0.6759	NPC93398
Remote Similarity	0.6755	NPC160193
Remote Similarity	0.675	NPC473934
Remote Similarity	0.675	NPC245974
Remote Similarity	0.6744	NPC177023
Remote Similarity	0.6741	NPC192596
Remote Similarity	0.6739	NPC97811
Remote Similarity	0.6738	NPC141003
Remote Similarity	0.6738	NPC35344
Remote Similarity	0.6735	NPC471315
Remote Similarity	0.6735	NPC471314
Remote Similarity	0.6735	NPC150026
Remote Similarity	0.6732	NPC266425
Remote Similarity	0.6728	NPC219162
Remote Similarity	0.6727	NPC123323
Remote Similarity	0.6725	NPC474881
Remote Similarity	0.6714	NPC166837
Remote Similarity	0.6708	NPC179825
Remote Similarity	0.6708	NPC321505
Remote Similarity	0.6708	NPC191376
Remote Similarity	0.6706	NPC124657
Remote Similarity	0.6692	NPC95755
Remote Similarity	0.669	NPC295259
Remote Similarity	0.6689	NPC87224
Remote Similarity	0.6689	NPC222572
Remote Similarity	0.6689	NPC31707
Remote Similarity	0.6689	NPC53986
Remote Similarity	0.6689	NPC274717
Remote Similarity	0.6689	NPC38664
Remote Similarity	0.6689	NPC217277
Remote Similarity	0.6687	NPC31311
Remote Similarity	0.6687	NPC131440
Remote Similarity	0.6687	NPC220858
Remote Similarity	0.6687	NPC192768
Remote Similarity	0.6687	NPC151895
Remote Similarity	0.6687	NPC97221
Remote Similarity	0.6687	NPC130926
Remote Similarity	0.6687	NPC234392
Remote Similarity	0.6687	NPC145304
Remote Similarity	0.6687	NPC133817
Remote Similarity	0.6687	NPC476443
Remote Similarity	0.6687	NPC88249
Remote Similarity	0.6686	NPC475393
Remote Similarity	0.6667	NPC475959
Remote Similarity	0.6667	NPC246587
Remote Similarity	0.6667	NPC193364
Remote Similarity	0.6667	NPC68205
Remote Similarity	0.6667	NPC428
Remote Similarity	0.6667	NPC46067
Remote Similarity	0.6667	NPC291583
Remote Similarity	0.6667	NPC164804
Remote Similarity	0.6667	NPC293203
Remote Similarity	0.6667	NPC211413
Remote Similarity	0.6667	NPC135538
Remote Similarity	0.6667	NPC301713
Remote Similarity	0.6667	NPC51633
Remote Similarity	0.6667	NPC118683
Remote Similarity	0.6667	NPC191200
Remote Similarity	0.6667	NPC476571
Remote Similarity	0.6667	NPC24233
Remote Similarity	0.6667	NPC244888
Remote Similarity	0.6667	NPC475839
Remote Similarity	0.6667	NPC147390
Remote Similarity	0.6647	NPC227060
Remote Similarity	0.6647	NPC76682
Remote Similarity	0.6647	NPC63646

Drug Structure

NPD5085 OpenBabel08211706322D 26 29 0 0 0 0 0 0 0 0999 V2000 -2.5981 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 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 -1.7321 -5.0000 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 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 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 -1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 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 -3.4641 0.0000 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 -0.0000 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -3.5000 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 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 23 1 0 0 0 0 3 24 1 0 0 0 0 4 25 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 6 18 1 0 0 0 0 7 19 2 0 0 0 0 8 9 2 0 0 0 0 8 16 1 0 0 0 0 9 17 1 0 0 0 0 10 12 1 0 0 0 0 10 15 1 0 0 0 0 11 13 1 0 0 0 0 11 15 1 0 0 0 0 12 23 1 0 0 0 0 13 23 1 0 0 0 0 14 16 2 0 0 0 0 14 20 1 0 0 0 0 15 21 2 0 0 0 0 16 25 1 0 0 0 0 17 20 2 0 0 0 0 17 21 1 0 0 0 0 18 22 2 0 0 0 0 18 24 1 0 0 0 0 19 22 1 0 0 0 0 19 26 1 0 0 0 0 20 26 1 0 0 0 0 21 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB015529
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	10287037
ChEBI
CAS Number

Drug Properties

Molecular Weight	367.16
ALogP	1.4639
MLogP	3.44
XLogP	3.655
HDA	1
HBD	0
Rotatable Bonds	6
TPSA	47
RO5 Violation	0