NPASS drugs

Drug Information

Drug ID:	NPD2953
Drug Name:	PF-2413873
Molecular Formula:	C18H21N3O3S
Canonical SMILES:	N#Cc1c(C)cc(cc1C)Oc1c(nn(c1C)CS(=O)(=O)C)C1CC1
Standard InCHI:	InChI=1S/C18H21N3O3S/c1-11-7-15(8-12(2)16(11)9-19)24-18-13(3)21(10-25(4,22)23)20-17(18)14-5-6-14/h7-8,14H,5-6,10H2,1-4H3
Standard InCHIKey:	QSFGZNVRVZHUGV-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2953

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	475
0.1-0.2	2844
0.2-0.3	9962
0.3-0.4	4980
0.4-0.5	10968
0.5-0.6	1571
0.6-0.7	90
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	0.6571	NPC194967
Remote Similarity	0.6555	NPC475190
Remote Similarity	0.6494	NPC180504
Remote Similarity	0.6481	NPC470930
Remote Similarity	0.6471	NPC474798
Remote Similarity	0.6415	NPC472193
Remote Similarity	0.6409	NPC199667
Remote Similarity	0.6364	NPC118511
Remote Similarity	0.6364	NPC473181
Remote Similarity	0.6364	NPC242928
Remote Similarity	0.6359	NPC475774
Remote Similarity	0.6293	NPC472168
Remote Similarity	0.629	NPC209769
Remote Similarity	0.6278	NPC94157
Remote Similarity	0.6278	NPC38237
Remote Similarity	0.6256	NPC471593
Remote Similarity	0.6238	NPC477888
Remote Similarity	0.6205	NPC474428
Remote Similarity	0.6205	NPC473180
Remote Similarity	0.6197	NPC133140
Remote Similarity	0.6197	NPC195268
Remote Similarity	0.6197	NPC475253
Remote Similarity	0.6188	NPC11464
Remote Similarity	0.6178	NPC476287
Remote Similarity	0.6178	NPC324361
Remote Similarity	0.6175	NPC128823
Remote Similarity	0.6175	NPC287437
Remote Similarity	0.6157	NPC267928
Remote Similarity	0.6147	NPC11017
Remote Similarity	0.6146	NPC312872
Remote Similarity	0.6144	NPC329631
Remote Similarity	0.6143	NPC201697
Remote Similarity	0.6136	NPC476138
Remote Similarity	0.6136	NPC162484
Remote Similarity	0.6136	NPC245816
Remote Similarity	0.6133	NPC26679
Remote Similarity	0.6129	NPC72211
Remote Similarity	0.6123	NPC170114
Remote Similarity	0.6121	NPC114335
Remote Similarity	0.6121	NPC280964
Remote Similarity	0.6121	NPC141915
Remote Similarity	0.6119	NPC267423
Remote Similarity	0.6114	NPC61350
Remote Similarity	0.6111	NPC70259
Remote Similarity	0.6103	NPC76748
Remote Similarity	0.6101	NPC18487
Remote Similarity	0.6099	NPC470931
Remote Similarity	0.6093	NPC307963
Remote Similarity	0.6087	NPC132642
Remote Similarity	0.6087	NPC225279
Remote Similarity	0.6083	NPC224928
Remote Similarity	0.6081	NPC470164
Remote Similarity	0.6081	NPC323345
Remote Similarity	0.6079	NPC470549
Remote Similarity	0.6075	NPC469390
Remote Similarity	0.6075	NPC92111
Remote Similarity	0.6073	NPC329747
Remote Similarity	0.6073	NPC477019
Remote Similarity	0.6073	NPC329793
Remote Similarity	0.6071	NPC185782
Remote Similarity	0.6068	NPC473185
Remote Similarity	0.6065	NPC205934
Remote Similarity	0.6065	NPC43787
Remote Similarity	0.6062	NPC48353
Remote Similarity	0.6056	NPC296527
Remote Similarity	0.6048	NPC176127
Remote Similarity	0.6045	NPC98685
Remote Similarity	0.6044	NPC290689
Remote Similarity	0.6043	NPC476997
Remote Similarity	0.6043	NPC476994
Remote Similarity	0.6043	NPC473179
Remote Similarity	0.6038	NPC204385
Remote Similarity	0.6036	NPC137929
Remote Similarity	0.6036	NPC164374
Remote Similarity	0.6035	NPC162530
Remote Similarity	0.6034	NPC144452
Remote Similarity	0.6027	NPC476582
Remote Similarity	0.6027	NPC4071
Remote Similarity	0.6027	NPC476578
Remote Similarity	0.6019	NPC84478
Remote Similarity	0.6018	NPC470678
Remote Similarity	0.6018	NPC475112
Remote Similarity	0.6018	NPC475085
Remote Similarity	0.6018	NPC291535
Remote Similarity	0.6017	NPC476998
Remote Similarity	0.6017	NPC476996
Remote Similarity	0.601	NPC26872
Remote Similarity	0.6009	NPC472111
Remote Similarity	0.6	NPC19872
Remote Similarity	0.6	NPC206201
Remote Similarity	0.5992	NPC476999
Remote Similarity	0.5991	NPC251160
Remote Similarity	0.5991	NPC469440
Remote Similarity	0.5991	NPC42591
Remote Similarity	0.5991	NPC131017
Remote Similarity	0.599	NPC177404
Remote Similarity	0.5982	NPC313189
Remote Similarity	0.5982	NPC193777
Remote Similarity	0.5973	NPC476044
Remote Similarity	0.5973	NPC219664
Remote Similarity	0.5973	NPC470586
Remote Similarity	0.5963	NPC13880
Remote Similarity	0.5957	NPC314552
Remote Similarity	0.5956	NPC476465
Remote Similarity	0.5956	NPC475910
Remote Similarity	0.5952	NPC222592
Remote Similarity	0.5952	NPC168486
Remote Similarity	0.5947	NPC208284
Remote Similarity	0.5938	NPC304183
Remote Similarity	0.5936	NPC243834
Remote Similarity	0.5936	NPC70956
Remote Similarity	0.5929	NPC469589
Remote Similarity	0.5928	NPC234197
Remote Similarity	0.5924	NPC474688
Remote Similarity	0.5921	NPC203168
Remote Similarity	0.592	NPC26850
Remote Similarity	0.5917	NPC24802
Remote Similarity	0.5913	NPC470799
Remote Similarity	0.5913	NPC8022
Remote Similarity	0.5907	NPC274640
Remote Similarity	0.5903	NPC471304
Remote Similarity	0.5903	NPC188420
Remote Similarity	0.5901	NPC31930
Remote Similarity	0.5897	NPC216612
Remote Similarity	0.5895	NPC271215
Remote Similarity	0.5895	NPC149471
Remote Similarity	0.5893	NPC36229
Remote Similarity	0.5893	NPC329708
Remote Similarity	0.5893	NPC16452
Remote Similarity	0.5893	NPC274291
Remote Similarity	0.5893	NPC476581
Remote Similarity	0.5893	NPC264166
Remote Similarity	0.5893	NPC47059
Remote Similarity	0.5893	NPC165349
Remote Similarity	0.5893	NPC118832
Remote Similarity	0.589	NPC251090
Remote Similarity	0.589	NPC473053
Remote Similarity	0.589	NPC202503
Remote Similarity	0.5887	NPC473513
Remote Similarity	0.5885	NPC473432
Remote Similarity	0.5885	NPC287208
Remote Similarity	0.588	NPC477533
Remote Similarity	0.588	NPC3715
Remote Similarity	0.5877	NPC187501
Remote Similarity	0.5875	NPC473182
Remote Similarity	0.5874	NPC66815
Remote Similarity	0.5868	NPC476995
Remote Similarity	0.5868	NPC473183
Remote Similarity	0.5867	NPC476106
Remote Similarity	0.5862	NPC173080
Remote Similarity	0.5857	NPC211997
Remote Similarity	0.5857	NPC283152
Remote Similarity	0.5852	NPC296482
Remote Similarity	0.5852	NPC53069
Remote Similarity	0.5852	NPC472098
Remote Similarity	0.5852	NPC264176
Remote Similarity	0.5852	NPC202768
Remote Similarity	0.5851	NPC473184
Remote Similarity	0.5849	NPC118776
Remote Similarity	0.5848	NPC223427
Remote Similarity	0.5841	NPC135549
Remote Similarity	0.5837	NPC208084
Remote Similarity	0.5837	NPC17565
Remote Similarity	0.5833	NPC470020
Remote Similarity	0.5833	NPC473186
Remote Similarity	0.5826	NPC478074
Remote Similarity	0.5826	NPC266931
Remote Similarity	0.5826	NPC39500
Remote Similarity	0.5823	NPC472067
Remote Similarity	0.5823	NPC472066
Remote Similarity	0.5823	NPC227908
Remote Similarity	0.5823	NPC472031
Remote Similarity	0.5822	NPC285558
Remote Similarity	0.581	NPC134586
Remote Similarity	0.5805	NPC65277
Remote Similarity	0.5804	NPC295898
Remote Similarity	0.5801	NPC235076
Remote Similarity	0.5794	NPC100079
Remote Similarity	0.5794	NPC23614
Remote Similarity	0.5794	NPC320394
Remote Similarity	0.5789	NPC471294
Remote Similarity	0.5787	NPC66083
Remote Similarity	0.5785	NPC39370
Remote Similarity	0.5785	NPC176538
Remote Similarity	0.5785	NPC121772
Remote Similarity	0.5783	NPC316981
Remote Similarity	0.5779	NPC30540
Remote Similarity	0.5774	NPC252251
Remote Similarity	0.5768	NPC101543
Remote Similarity	0.5768	NPC49547
Remote Similarity	0.5767	NPC313886
Remote Similarity	0.5763	NPC280272
Remote Similarity	0.5759	NPC232727
Remote Similarity	0.5758	NPC471080
Remote Similarity	0.5758	NPC469592
Remote Similarity	0.5756	NPC153467
Remote Similarity	0.5756	NPC470018
Remote Similarity	0.5756	NPC200888
Remote Similarity	0.575	NPC209174
Remote Similarity	0.5746	NPC477111

Drug Structure

NPD2953 OpenBabel08211702562D 25 27 0 0 0 0 0 0 0 0999 V2000 -6.6078 3.1409 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8053 5.1770 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9875 0.1151 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 -3.1645 4.2038 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2509 4.6105 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0255 2.4364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6243 3.4544 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7944 4.9679 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 -5.6133 3.2454 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2121 4.2635 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7796 1.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3554 3.6160 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0310 2.5409 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2066 4.1589 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9487 2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4487 1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.3821 5.7770 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.9706 2.4945 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 N 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 -3.4432 1.7319 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 11 1 0 0 0 0 2 12 1 0 0 0 0 3 13 1 0 0 0 0 4 25 1 0 0 0 0 5 6 1 0 0 0 0 5 14 1 0 0 0 0 6 14 1 0 0 0 0 7 11 1 0 0 0 0 7 15 2 0 0 0 0 8 12 2 0 0 0 0 8 15 1 0 0 0 0 9 16 1 0 0 0 0 9 19 3 0 0 0 0 10 21 1 0 0 0 0 10 25 1 0 0 0 0 11 16 2 0 0 0 0 12 16 1 0 0 0 0 13 18 2 0 0 0 0 13 21 1 0 0 0 0 14 17 1 0 0 0 0 15 24 1 0 0 0 0 17 18 1 0 0 0 0 17 20 2 0 0 0 0 18 24 1 0 0 0 0 20 21 1 0 0 0 0 22 25 2 0 0 0 0 23 25 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB004789
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	359.13
ALogP	1.505
MLogP	2.67
XLogP	2.845
HDA	5
HBD	0
Rotatable Bonds	9
TPSA	93.36
RO5 Violation	0