NPASS drugs

Drug Information

Drug ID:	NPD4133
Drug Name:
Molecular Formula:	C20H26N4O5S
Canonical SMILES:	Cc1onc(c1)C(=O)NCCc1ccc(cc1)S(=O)(=O)NC(=NC1CCCCC1)O
Standard InCHI:	InChI=1S/C20H26N4O5S/c1-14-13-18(23-29-14)19(25)21-12-11-15-7-9-17(10-8-15)30(27,28)24-20(26)22-16-5-3-2-4-6-16/h7-10,13,16H,2-6,11-12H2,1H3,(H,21,25)(H2,22,24,26)
Standard InCHIKey:	GZKDXUIWCNCNBJ-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4133

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	310
0.1-0.2	3035
0.2-0.3	9615
0.3-0.4	12045
0.4-0.5	3930
0.5-0.6	1903
0.6-0.7	52
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	0.6562	NPC322064
Remote Similarity	0.645	NPC189116
Remote Similarity	0.632	NPC478141
Remote Similarity	0.632	NPC220851
Remote Similarity	0.6304	NPC323969
Remote Similarity	0.6262	NPC324091
Remote Similarity	0.6239	NPC473814
Remote Similarity	0.6239	NPC78767
Remote Similarity	0.6226	NPC133003
Remote Similarity	0.6205	NPC270918
Remote Similarity	0.6205	NPC471155
Remote Similarity	0.6199	NPC471944
Remote Similarity	0.6178	NPC270241
Remote Similarity	0.6176	NPC477516
Remote Similarity	0.6164	NPC74153
Remote Similarity	0.6161	NPC225400
Remote Similarity	0.6147	NPC198401
Remote Similarity	0.6147	NPC93390
Remote Similarity	0.6144	NPC257851
Remote Similarity	0.6139	NPC154478
Remote Similarity	0.6133	NPC472538
Remote Similarity	0.6133	NPC470786
Remote Similarity	0.6121	NPC269270
Remote Similarity	0.6119	NPC84317
Remote Similarity	0.6118	NPC471762
Remote Similarity	0.6118	NPC66777
Remote Similarity	0.6118	NPC194740
Remote Similarity	0.6117	NPC194857
Remote Similarity	0.6117	NPC32858
Remote Similarity	0.6103	NPC477003
Remote Similarity	0.6094	NPC14686
Remote Similarity	0.6087	NPC50562
Remote Similarity	0.6083	NPC92803
Remote Similarity	0.6078	NPC191863
Remote Similarity	0.6078	NPC289776
Remote Similarity	0.6078	NPC133470
Remote Similarity	0.6076	NPC157931
Remote Similarity	0.607	NPC110182
Remote Similarity	0.6061	NPC67658
Remote Similarity	0.6056	NPC470205
Remote Similarity	0.6045	NPC102592
Remote Similarity	0.6045	NPC79356
Remote Similarity	0.6037	NPC471196
Remote Similarity	0.6037	NPC471195
Remote Similarity	0.6034	NPC27041
Remote Similarity	0.6028	NPC21429
Remote Similarity	0.6027	NPC473821
Remote Similarity	0.6019	NPC233380
Remote Similarity	0.6009	NPC476460
Remote Similarity	0.6	NPC6865
Remote Similarity	0.6	NPC317701
Remote Similarity	0.6	NPC153980
Remote Similarity	0.5991	NPC18890
Remote Similarity	0.5983	NPC168209
Remote Similarity	0.5982	NPC98864
Remote Similarity	0.598	NPC300596
Remote Similarity	0.598	NPC237649
Remote Similarity	0.5975	NPC196718
Remote Similarity	0.5973	NPC472539
Remote Similarity	0.5973	NPC470787
Remote Similarity	0.5973	NPC472540
Remote Similarity	0.5972	NPC17273
Remote Similarity	0.5972	NPC150308
Remote Similarity	0.5972	NPC135601
Remote Similarity	0.5972	NPC141612
Remote Similarity	0.5971	NPC113056
Remote Similarity	0.5971	NPC138293
Remote Similarity	0.5957	NPC276657
Remote Similarity	0.5957	NPC72956
Remote Similarity	0.5952	NPC475532
Remote Similarity	0.595	NPC284888
Remote Similarity	0.5947	NPC471191
Remote Similarity	0.5946	NPC472542
Remote Similarity	0.5946	NPC472541
Remote Similarity	0.5943	NPC184225
Remote Similarity	0.5942	NPC471130
Remote Similarity	0.5933	NPC471943
Remote Similarity	0.5931	NPC471194
Remote Similarity	0.5931	NPC471193
Remote Similarity	0.5926	NPC295158
Remote Similarity	0.5924	NPC165285
Remote Similarity	0.5919	NPC248782
Remote Similarity	0.5909	NPC102593
Remote Similarity	0.5909	NPC207686
Remote Similarity	0.5907	NPC175150
Remote Similarity	0.5907	NPC243633
Remote Similarity	0.5905	NPC471648
Remote Similarity	0.5902	NPC477549
Remote Similarity	0.59	NPC24370
Remote Similarity	0.59	NPC319232
Remote Similarity	0.5896	NPC151635
Remote Similarity	0.589	NPC272174
Remote Similarity	0.5888	NPC88110
Remote Similarity	0.5874	NPC316282
Remote Similarity	0.5872	NPC206186
Remote Similarity	0.5872	NPC248601
Remote Similarity	0.5865	NPC61004
Remote Similarity	0.5865	NPC115232
Remote Similarity	0.5865	NPC2414
Remote Similarity	0.5862	NPC295021
Remote Similarity	0.5859	NPC295548
Remote Similarity	0.5859	NPC136002
Remote Similarity	0.5855	NPC471192
Remote Similarity	0.5854	NPC101350
Remote Similarity	0.5852	NPC183777
Remote Similarity	0.585	NPC254798
Remote Similarity	0.5849	NPC17698
Remote Similarity	0.5849	NPC469529
Remote Similarity	0.5848	NPC472284
Remote Similarity	0.5845	NPC221873
Remote Similarity	0.5845	NPC88970
Remote Similarity	0.5844	NPC475196
Remote Similarity	0.5842	NPC264400
Remote Similarity	0.584	NPC16352
Remote Similarity	0.5837	NPC471652
Remote Similarity	0.5837	NPC207866
Remote Similarity	0.5833	NPC473239
Remote Similarity	0.5833	NPC472259
Remote Similarity	0.5833	NPC214142
Remote Similarity	0.5833	NPC314659
Remote Similarity	0.583	NPC477590
Remote Similarity	0.583	NPC477586
Remote Similarity	0.583	NPC471197
Remote Similarity	0.583	NPC477585
Remote Similarity	0.583	NPC477588
Remote Similarity	0.5826	NPC326363
Remote Similarity	0.5826	NPC94752
Remote Similarity	0.5826	NPC285192
Remote Similarity	0.5825	NPC469243
Remote Similarity	0.5822	NPC475607
Remote Similarity	0.5822	NPC471743
Remote Similarity	0.5822	NPC293917
Remote Similarity	0.5814	NPC39822
Remote Similarity	0.5813	NPC235685
Remote Similarity	0.5812	NPC477979
Remote Similarity	0.581	NPC316110
Remote Similarity	0.581	NPC315893
Remote Similarity	0.581	NPC66490
Remote Similarity	0.581	NPC313587
Remote Similarity	0.581	NPC129486
Remote Similarity	0.5809	NPC261251
Remote Similarity	0.5809	NPC124920
Remote Similarity	0.5809	NPC304307
Remote Similarity	0.5809	NPC34580
Remote Similarity	0.5809	NPC118559
Remote Similarity	0.5808	NPC478040
Remote Similarity	0.5805	NPC471198
Remote Similarity	0.5805	NPC303658
Remote Similarity	0.5803	NPC162417
Remote Similarity	0.5803	NPC316104
Remote Similarity	0.58	NPC324445
Remote Similarity	0.5799	NPC278434
Remote Similarity	0.5798	NPC474896
Remote Similarity	0.5794	NPC284775
Remote Similarity	0.5794	NPC474081
Remote Similarity	0.5794	NPC219087
Remote Similarity	0.5794	NPC14849
Remote Similarity	0.5789	NPC134848
Remote Similarity	0.5787	NPC197335
Remote Similarity	0.5787	NPC270301
Remote Similarity	0.5787	NPC471164
Remote Similarity	0.5787	NPC153400
Remote Similarity	0.5787	NPC316202
Remote Similarity	0.5785	NPC202812
Remote Similarity	0.5785	NPC100547
Remote Similarity	0.5784	NPC251391
Remote Similarity	0.5783	NPC243850
Remote Similarity	0.5781	NPC315804
Remote Similarity	0.5781	NPC313804
Remote Similarity	0.5781	NPC207428
Remote Similarity	0.578	NPC241025
Remote Similarity	0.5775	NPC248862
Remote Similarity	0.5775	NPC328611
Remote Similarity	0.5775	NPC475594
Remote Similarity	0.5775	NPC37268
Remote Similarity	0.5774	NPC31097
Remote Similarity	0.5773	NPC473666
Remote Similarity	0.5769	NPC471741
Remote Similarity	0.5763	NPC244425
Remote Similarity	0.5763	NPC15384
Remote Similarity	0.5761	NPC95240
Remote Similarity	0.5761	NPC223409
Remote Similarity	0.5761	NPC322135
Remote Similarity	0.576	NPC316224
Remote Similarity	0.576	NPC471785
Remote Similarity	0.576	NPC243058
Remote Similarity	0.5759	NPC472293
Remote Similarity	0.5759	NPC63109
Remote Similarity	0.5758	NPC171787
Remote Similarity	0.5755	NPC323752
Remote Similarity	0.5752	NPC106118
Remote Similarity	0.5752	NPC477004
Remote Similarity	0.575	NPC119569
Remote Similarity	0.575	NPC122436
Remote Similarity	0.5749	NPC477589
Remote Similarity	0.5749	NPC475544
Remote Similarity	0.5749	NPC477587
Remote Similarity	0.5748	NPC181081
Remote Similarity	0.5747	NPC174629
Remote Similarity	0.5744	NPC186351

Drug Structure

NPD4133 OpenBabel08211704332D 33 35 0 0 0 0 0 0 0 0999 V2000 -3.3840 -2.3554 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 2.5000 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 3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 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 -2.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5055 -0.9706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2976 -1.9487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 -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 -1.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0000 -0.0000 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 -5.5000 0.8660 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.9067 -1.7796 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -7.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 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 -0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1636 -2.4487 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 -6.0000 1.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 14 1 0 0 0 0 2 3 1 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 16 1 0 0 0 0 6 16 1 0 0 0 0 7 9 1 0 0 0 0 7 15 2 0 0 0 0 8 10 2 0 0 0 0 8 15 1 0 0 0 0 9 17 2 0 0 0 0 10 17 1 0 0 0 0 11 12 1 0 0 0 0 11 15 1 0 0 0 0 12 21 1 0 0 0 0 13 14 2 0 0 0 0 13 18 1 0 0 0 0 14 29 1 0 0 0 0 16 22 1 0 0 0 0 17 30 1 0 0 0 0 18 19 1 0 0 0 0 18 23 2 0 0 0 0 19 21 1 0 0 0 0 19 25 2 0 0 0 0 20 22 2 3 0 0 0 20 24 1 0 0 0 0 20 26 1 0 0 0 0 21 31 1 0 0 0 0 23 29 1 0 0 0 0 24 30 1 0 0 0 0 24 32 1 0 0 0 0 26 33 1 0 0 0 0 27 30 2 0 0 0 0 28 30 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB004492
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	434.16
ALogP	-2.1844
MLogP	2.56
XLogP	3.692
HDA	7
HBD	3
Rotatable Bonds	11
TPSA	142.27
RO5 Violation	0