NPASS drugs

Drug Information

Drug ID:	NPD3304
Drug Name:	Sitafloxacin
Molecular Formula:	C19H18ClF2N3O3
Canonical SMILES:	F[C@H]1C[C@H]1n1cc(C(=O)O)c(=O)c2c1c(Cl)c(N1C[C@H](C3(C1)CC3)N)c(c2)F
Standard InCHI:	InChI=1S/C19H18ClF2N3O3/c20-14-15-8(17(26)9(18(27)28)5-25(15)12-4-10(12)21)3-11(22)16(14)24-6-13(23)19(7-24)1-2-19/h3,5,10,12-13H,1-2,4,6-7,23H2,(H,27,28)/t10-,12+,13+/m0/s1
Standard InCHIKey:	PNUZDKCDAWUEGK-CYZMBNFOSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3304

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	251
0.1-0.2	1713
0.2-0.3	9657
0.3-0.4	14158
0.4-0.5	4021
0.5-0.6	992
0.6-0.7	95
0.7-0.8	1
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	1

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
High Similarity	0.9704	NPC316141
Intermediate Similarity	0.8457	NPC292265
Intermediate Similarity	0.7845	NPC318183
Remote Similarity	0.6862	NPC293458
Remote Similarity	0.6845	NPC36495
Remote Similarity	0.673	NPC329567
Remote Similarity	0.673	NPC330683
Remote Similarity	0.6702	NPC123241
Remote Similarity	0.6634	NPC202812
Remote Similarity	0.66	NPC97584
Remote Similarity	0.6575	NPC471164
Remote Similarity	0.6546	NPC223595
Remote Similarity	0.6546	NPC224970
Remote Similarity	0.6546	NPC167724
Remote Similarity	0.6526	NPC61013
Remote Similarity	0.6513	NPC472118
Remote Similarity	0.6492	NPC193410
Remote Similarity	0.6458	NPC248117
Remote Similarity	0.64	NPC218594
Remote Similarity	0.64	NPC99043
Remote Similarity	0.6359	NPC5630
Remote Similarity	0.635	NPC186669
Remote Similarity	0.6329	NPC203628
Remote Similarity	0.6324	NPC52262
Remote Similarity	0.6305	NPC470317
Remote Similarity	0.6286	NPC303214
Remote Similarity	0.6257	NPC314098
Remote Similarity	0.625	NPC469726
Remote Similarity	0.625	NPC329338
Remote Similarity	0.6244	NPC214960
Remote Similarity	0.6244	NPC279527
Remote Similarity	0.6243	NPC253476
Remote Similarity	0.623	NPC285381
Remote Similarity	0.6219	NPC264482
Remote Similarity	0.6219	NPC203202
Remote Similarity	0.6216	NPC43477
Remote Similarity	0.6205	NPC474058
Remote Similarity	0.6205	NPC27904
Remote Similarity	0.6201	NPC194562
Remote Similarity	0.6184	NPC14994
Remote Similarity	0.6183	NPC472241
Remote Similarity	0.618	NPC307437
Remote Similarity	0.618	NPC72473
Remote Similarity	0.618	NPC58827
Remote Similarity	0.6178	NPC154602
Remote Similarity	0.6173	NPC282339
Remote Similarity	0.6173	NPC472117
Remote Similarity	0.6173	NPC99632
Remote Similarity	0.6167	NPC316746
Remote Similarity	0.6162	NPC472243
Remote Similarity	0.6162	NPC242933
Remote Similarity	0.6158	NPC237649
Remote Similarity	0.6158	NPC300596
Remote Similarity	0.6158	NPC470343
Remote Similarity	0.6158	NPC472244
Remote Similarity	0.6158	NPC6974
Remote Similarity	0.6154	NPC316104
Remote Similarity	0.6154	NPC162417
Remote Similarity	0.6146	NPC159963
Remote Similarity	0.614	NPC232600
Remote Similarity	0.6124	NPC313293
Remote Similarity	0.6122	NPC309531
Remote Similarity	0.6122	NPC472102
Remote Similarity	0.6106	NPC473815
Remote Similarity	0.6094	NPC314223
Remote Similarity	0.6092	NPC177684
Remote Similarity	0.6092	NPC291962
Remote Similarity	0.6085	NPC472242
Remote Similarity	0.6075	NPC132874
Remote Similarity	0.6075	NPC138615
Remote Similarity	0.6075	NPC265642
Remote Similarity	0.6075	NPC218733
Remote Similarity	0.6061	NPC189116
Remote Similarity	0.6059	NPC476441
Remote Similarity	0.6059	NPC475607
Remote Similarity	0.6057	NPC279385
Remote Similarity	0.6057	NPC112373
Remote Similarity	0.6057	NPC258531
Remote Similarity	0.6057	NPC161956
Remote Similarity	0.6057	NPC179605
Remote Similarity	0.6053	NPC478039
Remote Similarity	0.6042	NPC144691
Remote Similarity	0.6031	NPC478076
Remote Similarity	0.6029	NPC14849
Remote Similarity	0.6029	NPC474081
Remote Similarity	0.6023	NPC103292
Remote Similarity	0.6022	NPC472245
Remote Similarity	0.6019	NPC22476
Remote Similarity	0.601	NPC470548
Remote Similarity	0.601	NPC475594
Remote Similarity	0.601	NPC328611
Remote Similarity	0.6	NPC472114
Remote Similarity	0.6	NPC475761
Remote Similarity	0.6	NPC147298
Remote Similarity	0.6	NPC131450
Remote Similarity	0.6	NPC472115
Remote Similarity	0.6	NPC182057
Remote Similarity	0.6	NPC474041
Remote Similarity	0.599	NPC355
Remote Similarity	0.598	NPC113056
Remote Similarity	0.598	NPC138293
Remote Similarity	0.5972	NPC106118
Remote Similarity	0.5967	NPC209389
Remote Similarity	0.596	NPC225319
Remote Similarity	0.5956	NPC189661
Remote Similarity	0.595	NPC52059
Remote Similarity	0.595	NPC470069
Remote Similarity	0.5947	NPC136002
Remote Similarity	0.5947	NPC314186
Remote Similarity	0.5943	NPC25401
Remote Similarity	0.5939	NPC211525
Remote Similarity	0.5939	NPC153694
Remote Similarity	0.5934	NPC314431
Remote Similarity	0.5932	NPC257490
Remote Similarity	0.5931	NPC115588
Remote Similarity	0.593	NPC472121
Remote Similarity	0.5917	NPC471944
Remote Similarity	0.5909	NPC87714
Remote Similarity	0.5904	NPC315051
Remote Similarity	0.5899	NPC39818
Remote Similarity	0.5897	NPC122106
Remote Similarity	0.5885	NPC285923
Remote Similarity	0.5885	NPC471742
Remote Similarity	0.5882	NPC122553
Remote Similarity	0.5882	NPC225400
Remote Similarity	0.5882	NPC476425
Remote Similarity	0.588	NPC471199
Remote Similarity	0.5879	NPC150863
Remote Similarity	0.5873	NPC471574
Remote Similarity	0.5873	NPC301760
Remote Similarity	0.586	NPC173295
Remote Similarity	0.5859	NPC113946
Remote Similarity	0.5858	NPC151171
Remote Similarity	0.5856	NPC471155
Remote Similarity	0.5856	NPC472538
Remote Similarity	0.5856	NPC470786
Remote Similarity	0.5854	NPC248862
Remote Similarity	0.585	NPC476231
Remote Similarity	0.5847	NPC280807
Remote Similarity	0.5846	NPC243756
Remote Similarity	0.5845	NPC475094
Remote Similarity	0.5845	NPC469732
Remote Similarity	0.5833	NPC97100
Remote Similarity	0.5833	NPC473375
Remote Similarity	0.583	NPC270241
Remote Similarity	0.583	NPC285192
Remote Similarity	0.5829	NPC263709
Remote Similarity	0.5829	NPC63210
Remote Similarity	0.5829	NPC97380
Remote Similarity	0.5829	NPC243673
Remote Similarity	0.5829	NPC310403
Remote Similarity	0.5829	NPC148468
Remote Similarity	0.5821	NPC204867
Remote Similarity	0.5821	NPC313757
Remote Similarity	0.582	NPC130251
Remote Similarity	0.5819	NPC226143
Remote Similarity	0.5818	NPC1464
Remote Similarity	0.5817	NPC475685
Remote Similarity	0.5809	NPC137437
Remote Similarity	0.5809	NPC112839
Remote Similarity	0.5806	NPC90967
Remote Similarity	0.58	NPC68650
Remote Similarity	0.5796	NPC119722
Remote Similarity	0.5795	NPC473329
Remote Similarity	0.5792	NPC471130
Remote Similarity	0.5789	NPC476428
Remote Similarity	0.5787	NPC150323
Remote Similarity	0.5787	NPC19692
Remote Similarity	0.5787	NPC220151
Remote Similarity	0.5785	NPC243782
Remote Similarity	0.5785	NPC478075
Remote Similarity	0.5781	NPC130797
Remote Similarity	0.5778	NPC254698
Remote Similarity	0.5771	NPC176983
Remote Similarity	0.5771	NPC472120
Remote Similarity	0.5771	NPC286871
Remote Similarity	0.5771	NPC88970
Remote Similarity	0.5771	NPC472101
Remote Similarity	0.5769	NPC322433
Remote Similarity	0.5767	NPC319645
Remote Similarity	0.5764	NPC126556
Remote Similarity	0.576	NPC470787
Remote Similarity	0.576	NPC472539
Remote Similarity	0.576	NPC472293
Remote Similarity	0.576	NPC472540
Remote Similarity	0.5755	NPC150308
Remote Similarity	0.5753	NPC90358
Remote Similarity	0.5753	NPC107828
Remote Similarity	0.575	NPC154478
Remote Similarity	0.5749	NPC471743
Remote Similarity	0.5748	NPC83111
Remote Similarity	0.5744	NPC44357
Remote Similarity	0.5744	NPC24661
Remote Similarity	0.5735	NPC470971
Remote Similarity	0.5734	NPC472541
Remote Similarity	0.5734	NPC472542
Remote Similarity	0.5729	NPC84317
Remote Similarity	0.5728	NPC298851
Remote Similarity	0.5728	NPC276993
Remote Similarity	0.5728	NPC210415

Drug Structure

NPD3304 OpenBabel08211703112D 31 35 0 0 1 0 0 0 0 0999 V2000 -5.9603 -0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8558 0.2514 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -1.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5686 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3776 0.4067 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 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -1.8660 0.0000 C 0 0 1 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 -0.0000 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.5468 -1.2024 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0468 -0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -1.3660 -2.3660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 2.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -4.9535 -2.1160 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.9480 -2.2205 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3657 -2.9250 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 19 1 0 0 0 0 2 19 1 0 0 0 0 3 8 2 0 0 0 0 3 11 1 0 0 0 0 4 10 1 0 0 0 0 5 9 2 0 0 0 0 5 25 1 0 0 0 0 6 13 1 0 0 0 0 6 24 1 0 0 0 0 7 19 1 0 0 0 0 7 24 1 0 0 0 0 8 15 1 0 0 0 0 8 17 1 0 0 0 0 9 17 1 0 0 0 0 9 18 1 0 0 0 0 10 12 1 0 0 0 0 10 21 1 6 0 0 0 11 16 2 0 0 0 0 11 22 1 0 0 0 0 12 4 1 6 0 0 0 12 25 1 0 0 0 0 13 19 1 0 0 0 0 13 23 1 1 0 0 0 14 15 2 0 0 0 0 14 16 1 0 0 0 0 14 20 1 0 0 0 0 15 25 1 0 0 0 0 16 24 1 0 0 0 0 17 26 2 0 0 0 0 18 27 2 0 0 0 0 18 28 1 0 0 0 0 23 29 1 0 0 0 0 23 30 1 0 0 0 0 28 31 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	409.10
ALogP	-0.4332
MLogP	2.56
XLogP	2.585
HDA	6
HBD	2
Rotatable Bonds	8
TPSA	86.87
RO5 Violation	0