NPASS drugs

Drug Information

Drug ID:	NPD4163
Drug Name:
Molecular Formula:	C20H27NO4S
Canonical SMILES:	OC(=O)CCC/C=CC[C@H]1[C@@H]2CC[C@H]([C@@H]1NS(=O)(=O)c1ccccc1)C2
Standard InCHI:	InChI=1S/C20H27NO4S/c22-19(23)11-7-2-1-6-10-18-15-12-13-16(14-15)20(18)21-26(24,25)17-8-4-3-5-9-17/h1,3-6,8-9,15-16,18,20-21H,2,7,10-14H2,(H,22,23)/b6-1-/t15-,16+,18+,20+/m1/s1
Standard InCHIKey:	PWTCIBWRMQFJBC-ZEMKZVSASA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4163

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	82
0.1-0.2	753
0.2-0.3	2631
0.3-0.4	18465
0.4-0.5	8145
0.5-0.6	778
0.6-0.7	36
0.7-0.8	0
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
Remote Similarity	0.675	NPC122493
Remote Similarity	0.675	NPC293628
Remote Similarity	0.675	NPC10781
Remote Similarity	0.675	NPC324569
Remote Similarity	0.6587	NPC191215
Remote Similarity	0.6587	NPC327481
Remote Similarity	0.6587	NPC274089
Remote Similarity	0.6541	NPC476440
Remote Similarity	0.6538	NPC474584
Remote Similarity	0.6385	NPC319579
Remote Similarity	0.6378	NPC67043
Remote Similarity	0.6349	NPC164859
Remote Similarity	0.6336	NPC329011
Remote Similarity	0.629	NPC120393
Remote Similarity	0.626	NPC469893
Remote Similarity	0.626	NPC313981
Remote Similarity	0.625	NPC314992
Remote Similarity	0.621	NPC469890
Remote Similarity	0.621	NPC469891
Remote Similarity	0.621	NPC469892
Remote Similarity	0.619	NPC264728
Remote Similarity	0.6176	NPC254088
Remote Similarity	0.6161	NPC35599
Remote Similarity	0.6148	NPC197470
Remote Similarity	0.6138	NPC32858
Remote Similarity	0.6138	NPC194857
Remote Similarity	0.6129	NPC317400
Remote Similarity	0.6111	NPC12730
Remote Similarity	0.6103	NPC2265
Remote Similarity	0.6093	NPC471516
Remote Similarity	0.6077	NPC85560
Remote Similarity	0.6077	NPC244933
Remote Similarity	0.6068	NPC44830
Remote Similarity	0.6028	NPC35996
Remote Similarity	0.6027	NPC246913
Remote Similarity	0.6026	NPC57976
Remote Similarity	0.5973	NPC478140
Remote Similarity	0.5952	NPC133135
Remote Similarity	0.5952	NPC251579
Remote Similarity	0.5938	NPC93343
Remote Similarity	0.5929	NPC80150
Remote Similarity	0.5915	NPC314725
Remote Similarity	0.5915	NPC313375
Remote Similarity	0.5906	NPC322598
Remote Similarity	0.5903	NPC477937
Remote Similarity	0.5899	NPC310467
Remote Similarity	0.5882	NPC267704
Remote Similarity	0.5873	NPC261947
Remote Similarity	0.587	NPC281686
Remote Similarity	0.587	NPC106551
Remote Similarity	0.587	NPC188867
Remote Similarity	0.5868	NPC322387
Remote Similarity	0.5854	NPC86670
Remote Similarity	0.5854	NPC70940
Remote Similarity	0.5854	NPC274455
Remote Similarity	0.5845	NPC84281
Remote Similarity	0.5845	NPC169485
Remote Similarity	0.5845	NPC317474
Remote Similarity	0.5845	NPC291027
Remote Similarity	0.5845	NPC213126
Remote Similarity	0.5833	NPC37914
Remote Similarity	0.5827	NPC169328
Remote Similarity	0.5816	NPC478014
Remote Similarity	0.5816	NPC478015
Remote Similarity	0.5816	NPC478016
Remote Similarity	0.5816	NPC190663
Remote Similarity	0.5814	NPC225079
Remote Similarity	0.5814	NPC133809
Remote Similarity	0.5814	NPC469457
Remote Similarity	0.5814	NPC128248
Remote Similarity	0.5814	NPC136810
Remote Similarity	0.5812	NPC127343
Remote Similarity	0.5809	NPC242957
Remote Similarity	0.5809	NPC206414
Remote Similarity	0.5809	NPC306977
Remote Similarity	0.5809	NPC287055
Remote Similarity	0.5806	NPC475059
Remote Similarity	0.5806	NPC86987
Remote Similarity	0.5806	NPC475023
Remote Similarity	0.5802	NPC329282
Remote Similarity	0.5797	NPC473573
Remote Similarity	0.5797	NPC9274
Remote Similarity	0.5786	NPC237420
Remote Similarity	0.5782	NPC478147
Remote Similarity	0.5775	NPC326079
Remote Similarity	0.576	NPC475057
Remote Similarity	0.576	NPC323164
Remote Similarity	0.5758	NPC321670
Remote Similarity	0.5748	NPC25565
Remote Similarity	0.5745	NPC239697
Remote Similarity	0.5736	NPC7435
Remote Similarity	0.5734	NPC160493
Remote Similarity	0.5714	NPC40488
Remote Similarity	0.5714	NPC291070
Remote Similarity	0.5714	NPC246757
Remote Similarity	0.5705	NPC326966
Remote Similarity	0.5703	NPC472788
Remote Similarity	0.5703	NPC477767
Remote Similarity	0.5703	NPC473501
Remote Similarity	0.5703	NPC475439
Remote Similarity	0.5694	NPC472415
Remote Similarity	0.5693	NPC273814
Remote Similarity	0.5691	NPC329064
Remote Similarity	0.5691	NPC325441
Remote Similarity	0.5683	NPC188010
Remote Similarity	0.5676	NPC69496
Remote Similarity	0.5676	NPC325651
Remote Similarity	0.5674	NPC142638
Remote Similarity	0.5674	NPC317784
Remote Similarity	0.5669	NPC172925
Remote Similarity	0.5669	NPC475578
Remote Similarity	0.5667	NPC285773
Remote Similarity	0.5664	NPC71684
Remote Similarity	0.5649	NPC475978
Remote Similarity	0.5649	NPC474820
Remote Similarity	0.5641	NPC322878
Remote Similarity	0.5638	NPC126458
Remote Similarity	0.5625	NPC27581
Remote Similarity	0.5625	NPC470274
Remote Similarity	0.562	NPC181390
Remote Similarity	0.5616	NPC472414
Remote Similarity	0.5608	NPC472413
Remote Similarity	0.5606	NPC202613
Remote Similarity	0.5606	NPC471317
Remote Similarity	0.5603	NPC302129
Remote Similarity	0.56	NPC316108
Remote Similarity	0.56	NPC258627
Remote Similarity	0.56	NPC84288

Drug Structure

NPD4163 OpenBabel08211704332D 28 30 0 0 1 0 0 0 0 0999 V2000 0.4995 0.6394 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0873 1.4484 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9427 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4523 -0.8495 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4523 0.8495 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9062 -0.2741 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6805 2.3620 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4714 -0.8495 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4714 0.8495 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3184 -1.0832 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2683 3.1710 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9562 0.0695 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5440 -0.7396 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0051 -1.2396 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0051 -0.2396 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.9562 -1.5486 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.9809 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6761 -0.9786 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8616 4.0845 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1516 -1.6331 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 0.9809 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.1329 4.1891 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4494 4.8935 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.9809 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.9809 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 -0.8495 1.4714 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0426 5.8071 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 6 2 0 0 0 0 2 7 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 8 1 0 0 0 0 5 9 2 0 0 0 0 6 10 1 0 0 0 0 7 11 1 0 0 0 0 8 17 2 0 0 0 0 9 17 1 0 0 0 0 11 19 1 0 0 0 0 12 13 1 0 0 0 0 14 15 1 0 0 0 0 14 16 1 0 0 0 0 15 12 1 1 0 0 0 15 18 1 0 0 0 0 16 13 1 1 0 0 0 16 20 1 0 0 0 0 17 26 1 0 0 0 0 18 10 1 6 0 0 0 18 20 1 0 0 0 0 19 22 2 0 0 0 0 19 23 1 0 0 0 0 20 21 1 1 0 0 0 21 26 1 0 0 0 0 21 27 1 0 0 0 0 23 28 1 0 0 0 0 24 26 2 0 0 0 0 25 26 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB006441
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5312138
ChEBI
CAS Number

Drug Properties

Molecular Weight	377.17
ALogP	-1.0388
MLogP	3
XLogP	4.526
HDA	5
HBD	2
Rotatable Bonds	10
TPSA	91.85
RO5 Violation	0