NPASS drugs

Drug Information

Drug ID:	NPD5188
Drug Name:
Molecular Formula:	C22H28N2O3S
Canonical SMILES:	COc1ccc(cc1OC)CCNCCC(=O)N1CCCSc2c1cccc2
Standard InCHI:	InChI=1S/C22H28N2O3S/c1-26-19-9-8-17(16-20(19)27-2)10-12-23-13-11-22(25)24-14-5-15-28-21-7-4-3-6-18(21)24/h3-4,6-9,16,23H,5,10-15H2,1-2H3
Standard InCHIKey:	PARADZFLKYBOIK-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5188

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	259
0.1-0.2	2255
0.2-0.3	10245
0.3-0.4	2434
0.4-0.5	11225
0.5-0.6	3847
0.6-0.7	622
0.7-0.8	3
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	0.7111	NPC13397
Intermediate Similarity	0.7083	NPC172403
Intermediate Similarity	0.7043	NPC24954
Remote Similarity	0.6984	NPC471604
Remote Similarity	0.6943	NPC85613
Remote Similarity	0.6943	NPC5167
Remote Similarity	0.6943	NPC283810
Remote Similarity	0.6931	NPC71124
Remote Similarity	0.6927	NPC285941
Remote Similarity	0.6914	NPC253429
Remote Similarity	0.6886	NPC298486
Remote Similarity	0.6879	NPC160692
Remote Similarity	0.6872	NPC314659
Remote Similarity	0.6868	NPC60538
Remote Similarity	0.6868	NPC207824
Remote Similarity	0.6863	NPC127178
Remote Similarity	0.6836	NPC314682
Remote Similarity	0.6821	NPC197335
Remote Similarity	0.6816	NPC254957
Remote Similarity	0.6814	NPC5374
Remote Similarity	0.6812	NPC268077
Remote Similarity	0.6798	NPC323204
Remote Similarity	0.6798	NPC474915
Remote Similarity	0.6798	NPC213206
Remote Similarity	0.6798	NPC328750
Remote Similarity	0.6798	NPC188163
Remote Similarity	0.6793	NPC277669
Remote Similarity	0.6793	NPC76213
Remote Similarity	0.6774	NPC80129
Remote Similarity	0.6774	NPC187022
Remote Similarity	0.6765	NPC100863
Remote Similarity	0.6763	NPC473460
Remote Similarity	0.6763	NPC207971
Remote Similarity	0.6735	NPC190461
Remote Similarity	0.6731	NPC475147
Remote Similarity	0.6731	NPC473422
Remote Similarity	0.672	NPC2295
Remote Similarity	0.672	NPC477564
Remote Similarity	0.6716	NPC161804
Remote Similarity	0.6705	NPC160193
Remote Similarity	0.6705	NPC11147
Remote Similarity	0.67	NPC243626
Remote Similarity	0.67	NPC230313
Remote Similarity	0.6684	NPC287588
Remote Similarity	0.6684	NPC94292
Remote Similarity	0.6683	NPC87391
Remote Similarity	0.6683	NPC79213
Remote Similarity	0.6683	NPC33902
Remote Similarity	0.6683	NPC276674
Remote Similarity	0.6649	NPC203784
Remote Similarity	0.6649	NPC126519
Remote Similarity	0.6649	NPC170503
Remote Similarity	0.6649	NPC475393
Remote Similarity	0.6648	NPC185838
Remote Similarity	0.6633	NPC249405
Remote Similarity	0.6633	NPC473007
Remote Similarity	0.6633	NPC287152
Remote Similarity	0.663	NPC136860
Remote Similarity	0.663	NPC476567
Remote Similarity	0.663	NPC128019
Remote Similarity	0.6629	NPC118419
Remote Similarity	0.662	NPC126556
Remote Similarity	0.6614	NPC93653
Remote Similarity	0.6604	NPC475133
Remote Similarity	0.6599	NPC70092
Remote Similarity	0.6598	NPC73280
Remote Similarity	0.6596	NPC93593
Remote Similarity	0.6593	NPC294249
Remote Similarity	0.6592	NPC231572
Remote Similarity	0.6589	NPC159815
Remote Similarity	0.6589	NPC10732
Remote Similarity	0.6583	NPC179704
Remote Similarity	0.6582	NPC4669
Remote Similarity	0.6578	NPC476580
Remote Similarity	0.6578	NPC206372
Remote Similarity	0.6578	NPC203424
Remote Similarity	0.6576	NPC321505
Remote Similarity	0.6576	NPC191376
Remote Similarity	0.6576	NPC16107
Remote Similarity	0.6576	NPC476151
Remote Similarity	0.6576	NPC210437
Remote Similarity	0.6576	NPC51957
Remote Similarity	0.6576	NPC476144
Remote Similarity	0.6576	NPC179825
Remote Similarity	0.6576	NPC106295
Remote Similarity	0.6573	NPC167944
Remote Similarity	0.6573	NPC42793
Remote Similarity	0.6573	NPC231884
Remote Similarity	0.657	NPC212163
Remote Similarity	0.6561	NPC301163
Remote Similarity	0.6561	NPC57512
Remote Similarity	0.6557	NPC189908
Remote Similarity	0.6543	NPC470708
Remote Similarity	0.6541	NPC147390
Remote Similarity	0.6541	NPC476571
Remote Similarity	0.6541	NPC7467
Remote Similarity	0.6541	NPC135538
Remote Similarity	0.6541	NPC24233
Remote Similarity	0.6541	NPC428
Remote Similarity	0.6541	NPC246587
Remote Similarity	0.6541	NPC475959
Remote Similarity	0.6537	NPC198401
Remote Similarity	0.6536	NPC252107
Remote Similarity	0.6535	NPC320088
Remote Similarity	0.6535	NPC477186
Remote Similarity	0.6531	NPC177023
Remote Similarity	0.6528	NPC4138
Remote Similarity	0.6528	NPC121275
Remote Similarity	0.6528	NPC284183
Remote Similarity	0.6527	NPC120075
Remote Similarity	0.6524	NPC119669
Remote Similarity	0.6522	NPC23080
Remote Similarity	0.6522	NPC17677
Remote Similarity	0.6522	NPC193906
Remote Similarity	0.6517	NPC116007
Remote Similarity	0.6514	NPC262641
Remote Similarity	0.6513	NPC241055
Remote Similarity	0.6512	NPC119722
Remote Similarity	0.651	NPC299582
Remote Similarity	0.6509	NPC222561
Remote Similarity	0.6509	NPC308943
Remote Similarity	0.6507	NPC295676
Remote Similarity	0.6505	NPC92541
Remote Similarity	0.6505	NPC103379
Remote Similarity	0.6505	NPC477565
Remote Similarity	0.6505	NPC219162
Remote Similarity	0.6502	NPC312531
Remote Similarity	0.6502	NPC473008
Remote Similarity	0.6497	NPC266425
Remote Similarity	0.6495	NPC206941
Remote Similarity	0.648	NPC99078
Remote Similarity	0.648	NPC312872
Remote Similarity	0.648	NPC416184
Remote Similarity	0.6479	NPC100573
Remote Similarity	0.6479	NPC207873
Remote Similarity	0.6477	NPC293871
Remote Similarity	0.6477	NPC124433
Remote Similarity	0.6471	NPC22476
Remote Similarity	0.6467	NPC130926
Remote Similarity	0.6459	NPC25897
Remote Similarity	0.6455	NPC191200
Remote Similarity	0.6455	NPC292003
Remote Similarity	0.6455	NPC291583
Remote Similarity	0.6444	NPC220923
Remote Similarity	0.6444	NPC225745
Remote Similarity	0.6444	NPC470707
Remote Similarity	0.6444	NPC193528
Remote Similarity	0.6443	NPC39103
Remote Similarity	0.6443	NPC2770
Remote Similarity	0.6443	NPC231198
Remote Similarity	0.6439	NPC473004
Remote Similarity	0.6436	NPC326316
Remote Similarity	0.6436	NPC476579
Remote Similarity	0.6436	NPC81733
Remote Similarity	0.6435	NPC470481
Remote Similarity	0.6435	NPC470482
Remote Similarity	0.6432	NPC222524
Remote Similarity	0.6429	NPC130921
Remote Similarity	0.6425	NPC73883
Remote Similarity	0.6425	NPC205178
Remote Similarity	0.6425	NPC180647
Remote Similarity	0.6425	NPC251454
Remote Similarity	0.6425	NPC230698
Remote Similarity	0.6425	NPC136330
Remote Similarity	0.6425	NPC255817
Remote Similarity	0.6425	NPC196609
Remote Similarity	0.6425	NPC277042
Remote Similarity	0.6422	NPC474904
Remote Similarity	0.6419	NPC471304
Remote Similarity	0.6419	NPC269449
Remote Similarity	0.6415	NPC244606
Remote Similarity	0.6415	NPC156728
Remote Similarity	0.641	NPC81247
Remote Similarity	0.641	NPC476573
Remote Similarity	0.641	NPC304659
Remote Similarity	0.641	NPC35627
Remote Similarity	0.641	NPC86144
Remote Similarity	0.6398	NPC95075
Remote Similarity	0.6398	NPC144863
Remote Similarity	0.6398	NPC90844
Remote Similarity	0.6398	NPC253883
Remote Similarity	0.6396	NPC109925
Remote Similarity	0.6393	NPC313327
Remote Similarity	0.6389	NPC7018
Remote Similarity	0.6389	NPC307682
Remote Similarity	0.6389	NPC301050
Remote Similarity	0.6389	NPC131204
Remote Similarity	0.6389	NPC137172
Remote Similarity	0.6389	NPC145446
Remote Similarity	0.6387	NPC247639
Remote Similarity	0.6387	NPC25084
Remote Similarity	0.6385	NPC477161
Remote Similarity	0.6383	NPC88249
Remote Similarity	0.6383	NPC97221
Remote Similarity	0.6383	NPC220858
Remote Similarity	0.6383	NPC151895
Remote Similarity	0.6383	NPC192768
Remote Similarity	0.6381	NPC138830
Remote Similarity	0.6381	NPC67904
Remote Similarity	0.638	NPC10653

Drug Structure

NPD5188 OpenBabel08211706322D 29 31 0 0 0 0 0 0 0 0999 V2000 -9.9414 5.1623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.3433 5.6623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8104 2.8807 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1452 2.5860 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4888 -1.0151 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5434 2.2006 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3677 1.6110 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.2093 2.1623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.0754 2.6623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.4773 2.1623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8792 0.6623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6113 2.6623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7452 1.1623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2219 -0.3349 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.3433 3.6623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.3433 2.6623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3209 1.2256 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.0754 3.6623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.2093 4.1623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3653 0.9309 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0132 1.1623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7452 2.1623 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.1472 0.6623 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.0132 2.1623 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.9414 4.1623 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.2093 5.1623 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 -3.8792 2.6623 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 26 1 0 0 0 0 2 27 1 0 0 0 0 3 4 2 0 0 0 0 3 6 1 0 0 0 0 4 7 1 0 0 0 0 5 14 1 0 0 0 0 5 15 1 0 0 0 0 6 18 2 0 0 0 0 7 21 2 0 0 0 0 8 9 2 0 0 0 0 8 17 1 0 0 0 0 9 19 1 0 0 0 0 10 12 1 0 0 0 0 10 17 1 0 0 0 0 11 13 1 0 0 0 0 11 22 1 0 0 0 0 12 23 1 0 0 0 0 13 23 1 0 0 0 0 14 24 1 0 0 0 0 15 28 1 0 0 0 0 16 17 2 0 0 0 0 16 20 1 0 0 0 0 18 21 1 0 0 0 0 18 24 1 0 0 0 0 19 20 2 0 0 0 0 19 26 1 0 0 0 0 20 27 1 0 0 0 0 21 28 1 0 0 0 0 22 24 1 0 0 0 0 22 25 2 0 0 0 0 23 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB002664
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	119164
ChEBI
CAS Number

Drug Properties

Molecular Weight	400.18
ALogP	-0.5194
MLogP	3.22
XLogP	3.823
HDA	3
HBD	1
Rotatable Bonds	11
TPSA	76.1
RO5 Violation	0