NPASS drugs

Drug Information

Drug ID:	NPD4370
Drug Name:	Prulifloxacin
Molecular Formula:	C21H20FN3O6S
Canonical SMILES:	O=c1oc(c(o1)CN1CCN(CC1)c1cc2c(cc1F)c(=O)c(c1n2C(C)S1)C(=O)O)C
Standard InCHI:	InChI=1S/C21H20FN3O6S/c1-10-16(31-21(29)30-10)9-23-3-5-24(6-4-23)15-8-14-12(7-13(15)22)18(26)17(20(27)28)19-25(14)11(2)32-19/h7-8,11H,3-6,9H2,1-2H3,(H,27,28)
Standard InCHIKey:	PWNMXPDKBYZCOO-UHFFFAOYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4370

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	216
0.1-0.2	1343
0.2-0.3	7017
0.3-0.4	12444
0.4-0.5	8318
0.5-0.6	1378
0.6-0.7	169
0.7-0.8	3
0.8-0.85	2
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
Intermediate Similarity	0.8249	NPC318183
Intermediate Similarity	0.8146	NPC292265
Intermediate Similarity	0.7475	NPC329567
Intermediate Similarity	0.7475	NPC330683
Intermediate Similarity	0.7344	NPC316141
Remote Similarity	0.6667	NPC36495
Remote Similarity	0.6597	NPC293458
Remote Similarity	0.6584	NPC473815
Remote Similarity	0.658	NPC472114
Remote Similarity	0.658	NPC472115
Remote Similarity	0.655	NPC470317
Remote Similarity	0.6545	NPC474058
Remote Similarity	0.6545	NPC27904
Remote Similarity	0.6534	NPC314098
Remote Similarity	0.6513	NPC472118
Remote Similarity	0.6477	NPC328270
Remote Similarity	0.6471	NPC144691
Remote Similarity	0.6462	NPC223595
Remote Similarity	0.6462	NPC167724
Remote Similarity	0.6462	NPC224970
Remote Similarity	0.644	NPC123241
Remote Similarity	0.644	NPC61013
Remote Similarity	0.6439	NPC313293
Remote Similarity	0.6437	NPC472244
Remote Similarity	0.6437	NPC470343
Remote Similarity	0.6436	NPC97584
Remote Similarity	0.6414	NPC470548
Remote Similarity	0.6406	NPC193410
Remote Similarity	0.64	NPC6974
Remote Similarity	0.6398	NPC478039
Remote Similarity	0.6392	NPC204867
Remote Similarity	0.6382	NPC475607
Remote Similarity	0.6378	NPC314186
Remote Similarity	0.6374	NPC177684
Remote Similarity	0.6374	NPC291962
Remote Similarity	0.6373	NPC248117
Remote Similarity	0.6368	NPC475685
Remote Similarity	0.6359	NPC52059
Remote Similarity	0.6359	NPC470069
Remote Similarity	0.6354	NPC153694
Remote Similarity	0.6354	NPC211525
Remote Similarity	0.635	NPC474081
Remote Similarity	0.6341	NPC14994
Remote Similarity	0.6337	NPC258531
Remote Similarity	0.6337	NPC161956
Remote Similarity	0.6337	NPC112373
Remote Similarity	0.6332	NPC475594
Remote Similarity	0.6324	NPC478040
Remote Similarity	0.6318	NPC218594
Remote Similarity	0.6318	NPC99043
Remote Similarity	0.6304	NPC471164
Remote Similarity	0.6304	NPC43477
Remote Similarity	0.6301	NPC257490
Remote Similarity	0.6292	NPC194562
Remote Similarity	0.6292	NPC477432
Remote Similarity	0.6278	NPC475609
Remote Similarity	0.6275	NPC302235
Remote Similarity	0.6263	NPC154602
Remote Similarity	0.6263	NPC314223
Remote Similarity	0.6257	NPC316746
Remote Similarity	0.625	NPC469726
Remote Similarity	0.625	NPC472243
Remote Similarity	0.625	NPC329338
Remote Similarity	0.6244	NPC214960
Remote Similarity	0.6244	NPC279527
Remote Similarity	0.6238	NPC474041
Remote Similarity	0.6238	NPC202812
Remote Similarity	0.6238	NPC475761
Remote Similarity	0.6237	NPC243673
Remote Similarity	0.6237	NPC97380
Remote Similarity	0.6237	NPC63210
Remote Similarity	0.6237	NPC310403
Remote Similarity	0.6237	NPC263709
Remote Similarity	0.6237	NPC148468
Remote Similarity	0.6226	NPC265642
Remote Similarity	0.6226	NPC132874
Remote Similarity	0.6226	NPC218733
Remote Similarity	0.6226	NPC138615
Remote Similarity	0.6225	NPC159963
Remote Similarity	0.6219	NPC476441
Remote Similarity	0.6215	NPC98864
Remote Similarity	0.6209	NPC472116
Remote Similarity	0.6209	NPC472540
Remote Similarity	0.6209	NPC470787
Remote Similarity	0.6209	NPC472539
Remote Similarity	0.6205	NPC225319
Remote Similarity	0.6203	NPC470822
Remote Similarity	0.6202	NPC5630
Remote Similarity	0.6201	NPC314431
Remote Similarity	0.62	NPC276993
Remote Similarity	0.62	NPC293255
Remote Similarity	0.62	NPC210415
Remote Similarity	0.62	NPC181138
Remote Similarity	0.62	NPC21752
Remote Similarity	0.62	NPC298851
Remote Similarity	0.6199	NPC471741
Remote Similarity	0.6198	NPC478076
Remote Similarity	0.6195	NPC285923
Remote Similarity	0.6195	NPC471742
Remote Similarity	0.6188	NPC14849
Remote Similarity	0.6188	NPC186669
Remote Similarity	0.6179	NPC472541
Remote Similarity	0.6179	NPC472542
Remote Similarity	0.6173	NPC253667
Remote Similarity	0.6173	NPC476231
Remote Similarity	0.6173	NPC35510
Remote Similarity	0.6173	NPC472117
Remote Similarity	0.6172	NPC203628
Remote Similarity	0.6171	NPC39818
Remote Similarity	0.6154	NPC316405
Remote Similarity	0.6154	NPC253476
Remote Similarity	0.6147	NPC478075
Remote Similarity	0.6145	NPC150863
Remote Similarity	0.6142	NPC138293
Remote Similarity	0.6142	NPC189116
Remote Similarity	0.6142	NPC113056
Remote Similarity	0.614	NPC115588
Remote Similarity	0.6139	NPC264482
Remote Similarity	0.6139	NPC203202
Remote Similarity	0.6132	NPC303214
Remote Similarity	0.6131	NPC470971
Remote Similarity	0.6129	NPC470301
Remote Similarity	0.6119	NPC476425
Remote Similarity	0.6111	NPC472245
Remote Similarity	0.6111	NPC280807
Remote Similarity	0.6108	NPC319645
Remote Similarity	0.6096	NPC472241
Remote Similarity	0.6092	NPC226143
Remote Similarity	0.6091	NPC99632
Remote Similarity	0.6091	NPC282339
Remote Similarity	0.6089	NPC328611
Remote Similarity	0.6087	NPC52262
Remote Similarity	0.6085	NPC221687
Remote Similarity	0.6085	NPC472242
Remote Similarity	0.6082	NPC161827
Remote Similarity	0.6082	NPC473297
Remote Similarity	0.608	NPC182131
Remote Similarity	0.6078	NPC147298
Remote Similarity	0.6078	NPC475094
Remote Similarity	0.6078	NPC182057
Remote Similarity	0.6078	NPC131450
Remote Similarity	0.6075	NPC242933
Remote Similarity	0.6075	NPC248782
Remote Similarity	0.6071	NPC154478
Remote Similarity	0.6065	NPC232600
Remote Similarity	0.6065	NPC469732
Remote Similarity	0.6062	NPC285381
Remote Similarity	0.6061	NPC313757
Remote Similarity	0.6059	NPC151171
Remote Similarity	0.6059	NPC471743
Remote Similarity	0.6057	NPC179605
Remote Similarity	0.6057	NPC279385
Remote Similarity	0.6056	NPC97100
Remote Similarity	0.6056	NPC473375
Remote Similarity	0.6055	NPC473239
Remote Similarity	0.6049	NPC85613
Remote Similarity	0.6049	NPC5167
Remote Similarity	0.6049	NPC166169
Remote Similarity	0.6049	NPC298320
Remote Similarity	0.604	NPC177261
Remote Similarity	0.603	NPC471130
Remote Similarity	0.603	NPC299582
Remote Similarity	0.6028	NPC90967
Remote Similarity	0.6023	NPC103292
Remote Similarity	0.6021	NPC13470
Remote Similarity	0.602	NPC113946
Remote Similarity	0.6019	NPC25401
Remote Similarity	0.6019	NPC476428
Remote Similarity	0.601	NPC88970
Remote Similarity	0.601	NPC472121
Remote Similarity	0.601	NPC243756
Remote Similarity	0.6	NPC307437
Remote Similarity	0.6	NPC58827
Remote Similarity	0.6	NPC72473
Remote Similarity	0.599	NPC300596
Remote Similarity	0.599	NPC355
Remote Similarity	0.599	NPC237649
Remote Similarity	0.5982	NPC314648
Remote Similarity	0.5979	NPC308197
Remote Similarity	0.5973	NPC285192
Remote Similarity	0.5972	NPC471196
Remote Similarity	0.5972	NPC471195
Remote Similarity	0.5969	NPC84317
Remote Similarity	0.5968	NPC122553
Remote Similarity	0.5963	NPC1464
Remote Similarity	0.596	NPC93653
Remote Similarity	0.5957	NPC471574
Remote Similarity	0.5955	NPC246140
Remote Similarity	0.5955	NPC195787
Remote Similarity	0.5951	NPC127082
Remote Similarity	0.595	NPC471124
Remote Similarity	0.5943	NPC22476
Remote Similarity	0.5936	NPC295548
Remote Similarity	0.5935	NPC34717
Remote Similarity	0.5931	NPC248862
Remote Similarity	0.5931	NPC122886
Remote Similarity	0.593	NPC472101
Remote Similarity	0.593	NPC472120
Remote Similarity	0.593	NPC199737
Remote Similarity	0.592	NPC278887

Drug Structure

NPD4370 OpenBabel08211705262D 33 37 0 0 1 0 0 0 0 0999 V2000 -5.1151 3.7195 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7071 -1.7071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5000 2.5981 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 -3.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 2.5981 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 -6.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0933 3.5116 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5000 2.5981 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 1.0000 1.7321 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 2.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7024 3.6808 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0000 3.4641 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -5.0000 1.7321 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 1.7321 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 1.5000 2.5981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 1.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.6160 4.0875 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.8364 4.1808 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.4945 2.7026 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -1.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 1.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 10 1 0 0 0 0 2 11 1 0 0 0 0 3 5 1 0 0 0 0 3 23 1 0 0 0 0 4 6 1 0 0 0 0 4 23 1 0 0 0 0 5 24 1 0 0 0 0 6 24 1 0 0 0 0 7 12 2 0 0 0 0 7 13 1 0 0 0 0 8 14 2 0 0 0 0 8 15 1 0 0 0 0 9 16 1 0 0 0 0 9 23 1 0 0 0 0 10 16 2 0 0 0 0 10 30 1 0 0 0 0 11 25 1 0 0 0 0 11 32 1 0 0 0 0 12 14 1 0 0 0 0 12 18 1 0 0 0 0 13 15 2 0 0 0 0 13 22 1 0 0 0 0 14 25 1 0 0 0 0 15 24 1 0 0 0 0 16 31 1 0 0 0 0 17 18 1 0 0 0 0 17 19 2 0 0 0 0 17 20 1 0 0 0 0 18 26 2 0 0 0 0 19 25 1 0 0 0 0 19 32 1 0 0 0 0 20 27 2 0 0 0 0 20 28 1 0 0 0 0 21 29 2 0 0 0 0 21 30 1 0 0 0 0 21 31 1 0 0 0 0 28 33 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	461.11
ALogP	1.8925
MLogP	2.56
XLogP	2.675
HDA	9
HBD	1
Rotatable Bonds	8
TPSA	124.92
RO5 Violation	0