NPASS drugs

Drug Information

Drug ID:	NPD5480
Drug Name:
Molecular Formula:	C23H22FN3O4S
Canonical SMILES:	O=C(c1ccc(c(c1C)F)S(=O)(=O)C)N1CCOc2c(C1)cc(cc2)c1ccc(=N)[nH]c1
Standard InCHI:	InChI=1S/C23H22FN3O4S/c1-14-18(5-7-20(22(14)24)32(2,29)30)23(28)27-9-10-31-19-6-3-15(11-17(19)13-27)16-4-8-21(25)26-12-16/h3-8,11-12H,9-10,13H2,1-2H3,(H2,25,26)
Standard InCHIKey:	LNFBAYSBVQBKFR-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5480

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	295
0.1-0.2	1898
0.2-0.3	8459
0.3-0.4	4371
0.4-0.5	10344
0.5-0.6	5455
0.6-0.7	68
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	0.6649	NPC266425
Remote Similarity	0.6632	NPC307682
Remote Similarity	0.6591	NPC268170
Remote Similarity	0.6558	NPC283207
Remote Similarity	0.6526	NPC235194
Remote Similarity	0.6468	NPC203424
Remote Similarity	0.6468	NPC206372
Remote Similarity	0.6383	NPC478008
Remote Similarity	0.6364	NPC189908
Remote Similarity	0.6356	NPC255861
Remote Similarity	0.6356	NPC93574
Remote Similarity	0.6343	NPC149571
Remote Similarity	0.6313	NPC313850
Remote Similarity	0.6306	NPC163867
Remote Similarity	0.6298	NPC478007
Remote Similarity	0.6281	NPC9373
Remote Similarity	0.6279	NPC99723
Remote Similarity	0.6267	NPC116007
Remote Similarity	0.6263	NPC283079
Remote Similarity	0.6262	NPC222524
Remote Similarity	0.625	NPC153631
Remote Similarity	0.625	NPC314725
Remote Similarity	0.625	NPC313375
Remote Similarity	0.6233	NPC121400
Remote Similarity	0.6201	NPC257266
Remote Similarity	0.6188	NPC470019
Remote Similarity	0.6174	NPC257728
Remote Similarity	0.6157	NPC246303
Remote Similarity	0.6154	NPC138365
Remote Similarity	0.6147	NPC153365
Remote Similarity	0.6143	NPC198401
Remote Similarity	0.6142	NPC160747
Remote Similarity	0.6136	NPC124626
Remote Similarity	0.6132	NPC284842
Remote Similarity	0.6126	NPC472358
Remote Similarity	0.6119	NPC83511
Remote Similarity	0.6116	NPC477258
Remote Similarity	0.6114	NPC66490
Remote Similarity	0.6104	NPC478005
Remote Similarity	0.6103	NPC29650
Remote Similarity	0.6095	NPC254700
Remote Similarity	0.6089	NPC281629
Remote Similarity	0.6087	NPC287757
Remote Similarity	0.6087	NPC319320
Remote Similarity	0.6083	NPC327005
Remote Similarity	0.6079	NPC476661
Remote Similarity	0.6073	NPC315542
Remote Similarity	0.6068	NPC58661
Remote Similarity	0.6063	NPC169387
Remote Similarity	0.6063	NPC477259
Remote Similarity	0.6059	NPC324081
Remote Similarity	0.6055	NPC314659
Remote Similarity	0.6053	NPC476662
Remote Similarity	0.6052	NPC197125
Remote Similarity	0.6052	NPC14390
Remote Similarity	0.6047	NPC227683
Remote Similarity	0.6047	NPC67978
Remote Similarity	0.6047	NPC303581
Remote Similarity	0.6044	NPC108847
Remote Similarity	0.6036	NPC208890
Remote Similarity	0.6028	NPC73280
Remote Similarity	0.6027	NPC471825
Remote Similarity	0.6019	NPC119669
Remote Similarity	0.601	NPC471316
Remote Similarity	0.6009	NPC469689
Remote Similarity	0.6009	NPC477526
Remote Similarity	0.6009	NPC471031
Remote Similarity	0.6009	NPC197335
Remote Similarity	0.5992	NPC38964
Remote Similarity	0.5991	NPC308267
Remote Similarity	0.5991	NPC477527
Remote Similarity	0.5973	NPC87391
Remote Similarity	0.5964	NPC469437
Remote Similarity	0.5963	NPC153554
Remote Similarity	0.5962	NPC471651
Remote Similarity	0.5953	NPC474881
Remote Similarity	0.5948	NPC477161
Remote Similarity	0.5946	NPC472533
Remote Similarity	0.5946	NPC4910
Remote Similarity	0.5946	NPC329731
Remote Similarity	0.5945	NPC474902
Remote Similarity	0.5943	NPC469479
Remote Similarity	0.5941	NPC82056
Remote Similarity	0.5938	NPC475411
Remote Similarity	0.5936	NPC309692
Remote Similarity	0.5936	NPC28368
Remote Similarity	0.5931	NPC290404
Remote Similarity	0.5928	NPC473007
Remote Similarity	0.5924	NPC22014
Remote Similarity	0.5921	NPC100863
Remote Similarity	0.5918	NPC471762
Remote Similarity	0.5916	NPC328267
Remote Similarity	0.5915	NPC476569
Remote Similarity	0.5911	NPC80928
Remote Similarity	0.5909	NPC27887
Remote Similarity	0.5909	NPC220961
Remote Similarity	0.5907	NPC218323
Remote Similarity	0.5905	NPC133817
Remote Similarity	0.5905	NPC476443
Remote Similarity	0.5899	NPC129578
Remote Similarity	0.5893	NPC473008
Remote Similarity	0.5888	NPC132308
Remote Similarity	0.5888	NPC315388
Remote Similarity	0.5888	NPC469505
Remote Similarity	0.5885	NPC471649
Remote Similarity	0.5877	NPC24228
Remote Similarity	0.5871	NPC189724
Remote Similarity	0.5871	NPC212850
Remote Similarity	0.5871	NPC83289
Remote Similarity	0.5864	NPC472163
Remote Similarity	0.5859	NPC59827
Remote Similarity	0.5859	NPC469815
Remote Similarity	0.5859	NPC230313
Remote Similarity	0.5859	NPC184933
Remote Similarity	0.5859	NPC469816
Remote Similarity	0.5858	NPC478048
Remote Similarity	0.5855	NPC16249
Remote Similarity	0.5854	NPC296085
Remote Similarity	0.5854	NPC66777
Remote Similarity	0.5853	NPC164608
Remote Similarity	0.5852	NPC14622
Remote Similarity	0.5852	NPC73020
Remote Similarity	0.5852	NPC215098
Remote Similarity	0.5852	NPC46744
Remote Similarity	0.5852	NPC124302
Remote Similarity	0.5852	NPC70290
Remote Similarity	0.5849	NPC7393
Remote Similarity	0.5846	NPC125887
Remote Similarity	0.5845	NPC469964
Remote Similarity	0.5845	NPC207721
Remote Similarity	0.5845	NPC476236
Remote Similarity	0.5845	NPC472474
Remote Similarity	0.5841	NPC473502
Remote Similarity	0.5837	NPC268077
Remote Similarity	0.5837	NPC473422
Remote Similarity	0.5833	NPC247298
Remote Similarity	0.5833	NPC314914
Remote Similarity	0.5833	NPC478046
Remote Similarity	0.5833	NPC470023
Remote Similarity	0.5833	NPC478047
Remote Similarity	0.5833	NPC321226
Remote Similarity	0.5833	NPC313327
Remote Similarity	0.5833	NPC328856
Remote Similarity	0.5833	NPC180210
Remote Similarity	0.5829	NPC196708
Remote Similarity	0.5829	NPC301163
Remote Similarity	0.5826	NPC241263
Remote Similarity	0.5826	NPC472894
Remote Similarity	0.5822	NPC166979
Remote Similarity	0.5822	NPC135006
Remote Similarity	0.5819	NPC2173
Remote Similarity	0.5819	NPC328700
Remote Similarity	0.5819	NPC119818
Remote Similarity	0.5819	NPC202771
Remote Similarity	0.5814	NPC2770
Remote Similarity	0.5814	NPC39103
Remote Similarity	0.5813	NPC257851
Remote Similarity	0.5811	NPC477254
Remote Similarity	0.581	NPC470708
Remote Similarity	0.5809	NPC248601
Remote Similarity	0.5809	NPC284236
Remote Similarity	0.5809	NPC316368
Remote Similarity	0.5808	NPC470021
Remote Similarity	0.5808	NPC169766
Remote Similarity	0.5806	NPC86469
Remote Similarity	0.5806	NPC473748
Remote Similarity	0.5805	NPC17760
Remote Similarity	0.5802	NPC79328
Remote Similarity	0.5801	NPC226652
Remote Similarity	0.5801	NPC120671
Remote Similarity	0.5801	NPC72788
Remote Similarity	0.5801	NPC314100
Remote Similarity	0.58	NPC106606
Remote Similarity	0.5799	NPC4669
Remote Similarity	0.5796	NPC1820
Remote Similarity	0.5794	NPC299582
Remote Similarity	0.5794	NPC207971
Remote Similarity	0.5794	NPC473460
Remote Similarity	0.5789	NPC243626
Remote Similarity	0.5787	NPC195392
Remote Similarity	0.5787	NPC206941
Remote Similarity	0.5785	NPC138083
Remote Similarity	0.5783	NPC234933
Remote Similarity	0.5783	NPC83019
Remote Similarity	0.5777	NPC71629
Remote Similarity	0.5777	NPC245974
Remote Similarity	0.5776	NPC214368
Remote Similarity	0.5771	NPC318591
Remote Similarity	0.5771	NPC231163
Remote Similarity	0.5768	NPC471197
Remote Similarity	0.5767	NPC475393
Remote Similarity	0.5767	NPC124433
Remote Similarity	0.5767	NPC293871
Remote Similarity	0.5764	NPC125924
Remote Similarity	0.5761	NPC170101
Remote Similarity	0.5759	NPC276120
Remote Similarity	0.5758	NPC470392
Remote Similarity	0.5755	NPC57512
Remote Similarity	0.5755	NPC170503
Remote Similarity	0.5755	NPC126519

Drug Structure

NPD5480 OpenBabel08211708292D 34 37 0 0 0 0 0 0 0 0999 V2000 -1.7321 3.0000 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 4.6255 4.5295 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8725 2.9659 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 4.0020 5.3114 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 6.4960 2.1840 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7913 5.4972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5243 6.1774 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2713 3.4496 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5183 1.8859 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6923 3.9367 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 4.2602 3.5986 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8836 2.8168 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6478 4.2314 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 3.0132 5.1623 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 6.1306 1.2532 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 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 6.7541 0.4713 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1418 1.1041 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 4.5000 0.0000 N 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 -0.0000 -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 2.5132 6.0283 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 6.3888 -0.4596 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.7765 0.1732 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 14 1 0 0 0 0 2 32 1 0 0 0 0 3 6 2 0 0 0 0 3 15 1 0 0 0 0 4 8 2 0 0 0 0 4 16 1 0 0 0 0 5 7 2 0 0 0 0 5 18 1 0 0 0 0 6 19 1 0 0 0 0 7 20 1 0 0 0 0 8 21 1 0 0 0 0 9 10 1 0 0 0 0 9 27 1 0 0 0 0 10 31 1 0 0 0 0 11 15 2 0 0 0 0 11 17 1 0 0 0 0 12 16 2 0 0 0 0 12 26 1 0 0 0 0 13 17 1 0 0 0 0 13 27 1 0 0 0 0 14 18 2 0 0 0 0 14 22 1 0 0 0 0 15 16 1 0 0 0 0 17 19 2 0 0 0 0 18 23 1 0 0 0 0 19 31 1 0 0 0 0 20 22 2 0 0 0 0 20 32 1 0 0 0 0 21 25 2 0 0 0 0 21 26 1 0 0 0 0 22 24 1 0 0 0 0 23 27 1 0 0 0 0 23 28 2 0 0 0 0 25 33 1 0 0 0 0 26 34 1 0 0 0 0 29 32 2 0 0 0 0 30 32 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB004843
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	59604787
ChEBI
CAS Number

Drug Properties

Molecular Weight	455.13
ALogP	-0.3196
MLogP	3
XLogP	3.235
HDA	6
HBD	2
Rotatable Bonds	7
TPSA	107.94
RO5 Violation	0