NPASS drugs

Drug Information

Drug ID:	NPD3246
Drug Name:	protosufloxacin
Molecular Formula:	C19H15F3N4O2
Canonical SMILES:	O=Cc1cn(c2ccc(cc2F)F)c2c(c1=O)cc(c(n2)N1CCC(C1)N)F
Standard InCHI:	InChI=1S/C19H15F3N4O2/c20-11-1-2-16(14(21)5-11)26-7-10(9-27)17(28)13-6-15(22)19(24-18(13)26)25-4-3-12(23)8-25/h1-2,5-7,9,12H,3-4,8,23H2
Standard InCHIKey:	IXOLUVCRGNJKSZ-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3246

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	365
0.1-0.2	4124
0.2-0.3	11834
0.3-0.4	10464
0.4-0.5	1904
0.5-0.6	1708
0.6-0.7	477
0.7-0.8	14
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
Intermediate Similarity	0.7622	NPC88110
Intermediate Similarity	0.7594	NPC21429
Intermediate Similarity	0.75	NPC285923
Intermediate Similarity	0.7277	NPC476341
Intermediate Similarity	0.7249	NPC73994
Intermediate Similarity	0.7241	NPC116555
Intermediate Similarity	0.724	NPC17273
Intermediate Similarity	0.724	NPC135601
Intermediate Similarity	0.724	NPC141612
Intermediate Similarity	0.7128	NPC469529
Intermediate Similarity	0.7098	NPC133003
Intermediate Similarity	0.7024	NPC243850
Intermediate Similarity	0.7	NPC167710
Intermediate Similarity	0.7	NPC471192
Remote Similarity	0.6984	NPC252572
Remote Similarity	0.6976	NPC471191
Remote Similarity	0.6971	NPC72956
Remote Similarity	0.6971	NPC2823
Remote Similarity	0.6968	NPC471943
Remote Similarity	0.6967	NPC267811
Remote Similarity	0.6963	NPC83774
Remote Similarity	0.6954	NPC324091
Remote Similarity	0.6938	NPC153980
Remote Similarity	0.6938	NPC6865
Remote Similarity	0.6938	NPC471193
Remote Similarity	0.6938	NPC471194
Remote Similarity	0.6923	NPC295021
Remote Similarity	0.6919	NPC147983
Remote Similarity	0.6919	NPC177996
Remote Similarity	0.6914	NPC207554
Remote Similarity	0.6907	NPC102755
Remote Similarity	0.69	NPC19692
Remote Similarity	0.69	NPC220151
Remote Similarity	0.6898	NPC42372
Remote Similarity	0.6891	NPC61011
Remote Similarity	0.6872	NPC477003
Remote Similarity	0.6868	NPC117032
Remote Similarity	0.6866	NPC79356
Remote Similarity	0.6866	NPC102592
Remote Similarity	0.6854	NPC136002
Remote Similarity	0.6847	NPC472296
Remote Similarity	0.6847	NPC472297
Remote Similarity	0.6845	NPC21174
Remote Similarity	0.6845	NPC271797
Remote Similarity	0.6823	NPC151635
Remote Similarity	0.6821	NPC470205
Remote Similarity	0.6816	NPC202812
Remote Similarity	0.6811	NPC213914
Remote Similarity	0.68	NPC216550
Remote Similarity	0.6796	NPC105811
Remote Similarity	0.6793	NPC209362
Remote Similarity	0.6791	NPC242116
Remote Similarity	0.6788	NPC284775
Remote Similarity	0.6786	NPC46895
Remote Similarity	0.6782	NPC300299
Remote Similarity	0.678	NPC471574
Remote Similarity	0.6778	NPC467188
Remote Similarity	0.6776	NPC70406
Remote Similarity	0.6772	NPC114637
Remote Similarity	0.6771	NPC293216
Remote Similarity	0.6769	NPC191415
Remote Similarity	0.6766	NPC326422
Remote Similarity	0.6739	NPC251391
Remote Similarity	0.6716	NPC472113
Remote Similarity	0.6715	NPC317701
Remote Similarity	0.6705	NPC207428
Remote Similarity	0.6701	NPC467063
Remote Similarity	0.6701	NPC234987
Remote Similarity	0.67	NPC472293
Remote Similarity	0.67	NPC472112
Remote Similarity	0.6698	NPC473218
Remote Similarity	0.6698	NPC470702
Remote Similarity	0.6685	NPC471164
Remote Similarity	0.6684	NPC474492
Remote Similarity	0.6667	NPC470703
Remote Similarity	0.6667	NPC265100
Remote Similarity	0.6649	NPC100104
Remote Similarity	0.6649	NPC281094
Remote Similarity	0.6649	NPC470680
Remote Similarity	0.6634	NPC272458
Remote Similarity	0.6634	NPC472292
Remote Similarity	0.6633	NPC66210
Remote Similarity	0.6632	NPC115232
Remote Similarity	0.6631	NPC76982
Remote Similarity	0.663	NPC313889
Remote Similarity	0.6618	NPC472116
Remote Similarity	0.6616	NPC258480
Remote Similarity	0.6612	NPC100726
Remote Similarity	0.6602	NPC81535
Remote Similarity	0.6601	NPC304203
Remote Similarity	0.6599	NPC470677
Remote Similarity	0.6599	NPC113626
Remote Similarity	0.6595	NPC217021
Remote Similarity	0.6595	NPC470679
Remote Similarity	0.6593	NPC324445
Remote Similarity	0.6593	NPC204141
Remote Similarity	0.659	NPC471589
Remote Similarity	0.6584	NPC476460
Remote Similarity	0.6578	NPC84317
Remote Similarity	0.6576	NPC123906
Remote Similarity	0.6575	NPC220851
Remote Similarity	0.657	NPC121327
Remote Similarity	0.6566	NPC159125
Remote Similarity	0.6562	NPC70949
Remote Similarity	0.6562	NPC267078
Remote Similarity	0.6562	NPC935
Remote Similarity	0.6548	NPC16659
Remote Similarity	0.6546	NPC161861
Remote Similarity	0.6545	NPC233380
Remote Similarity	0.6541	NPC471655
Remote Similarity	0.6538	NPC471944
Remote Similarity	0.6533	NPC474357
Remote Similarity	0.6532	NPC257851
Remote Similarity	0.6532	NPC157931
Remote Similarity	0.6526	NPC214106
Remote Similarity	0.6524	NPC229055
Remote Similarity	0.652	NPC472210
Remote Similarity	0.652	NPC81802
Remote Similarity	0.652	NPC247735
Remote Similarity	0.652	NPC269886
Remote Similarity	0.652	NPC472295
Remote Similarity	0.6518	NPC470323
Remote Similarity	0.6513	NPC317054
Remote Similarity	0.6508	NPC154478
Remote Similarity	0.6507	NPC143977
Remote Similarity	0.6502	NPC66777
Remote Similarity	0.6502	NPC471762
Remote Similarity	0.65	NPC99939
Remote Similarity	0.65	NPC308931
Remote Similarity	0.6497	NPC265710
Remote Similarity	0.6495	NPC262338
Remote Similarity	0.6492	NPC478184
Remote Similarity	0.6492	NPC138293
Remote Similarity	0.6492	NPC113056
Remote Similarity	0.6489	NPC74357
Remote Similarity	0.6485	NPC63199
Remote Similarity	0.6485	NPC102338
Remote Similarity	0.6485	NPC111602
Remote Similarity	0.6485	NPC196251
Remote Similarity	0.6482	NPC117027
Remote Similarity	0.648	NPC125746
Remote Similarity	0.6465	NPC15840
Remote Similarity	0.6462	NPC471155
Remote Similarity	0.6458	NPC471130
Remote Similarity	0.6456	NPC245916
Remote Similarity	0.6453	NPC314333
Remote Similarity	0.6453	NPC154339
Remote Similarity	0.6452	NPC473878
Remote Similarity	0.645	NPC110158
Remote Similarity	0.6447	NPC473380
Remote Similarity	0.6447	NPC240088
Remote Similarity	0.6443	NPC65080
Remote Similarity	0.6442	NPC477004
Remote Similarity	0.6442	NPC106118
Remote Similarity	0.644	NPC194881
Remote Similarity	0.644	NPC478185
Remote Similarity	0.644	NPC88970
Remote Similarity	0.6436	NPC476219
Remote Similarity	0.6432	NPC270241
Remote Similarity	0.6421	NPC80681
Remote Similarity	0.6418	NPC79062
Remote Similarity	0.6418	NPC472107
Remote Similarity	0.6417	NPC469975
Remote Similarity	0.6415	NPC225400
Remote Similarity	0.6414	NPC182057
Remote Similarity	0.6414	NPC131450
Remote Similarity	0.6414	NPC147298
Remote Similarity	0.6414	NPC11126
Remote Similarity	0.6404	NPC473666
Remote Similarity	0.6389	NPC65408
Remote Similarity	0.6389	NPC83214
Remote Similarity	0.6385	NPC470786
Remote Similarity	0.6385	NPC472538
Remote Similarity	0.6377	NPC472539
Remote Similarity	0.6377	NPC472540
Remote Similarity	0.6377	NPC470787
Remote Similarity	0.6374	NPC238499
Remote Similarity	0.6368	NPC228835
Remote Similarity	0.6368	NPC88115
Remote Similarity	0.6364	NPC14325
Remote Similarity	0.6364	NPC237414
Remote Similarity	0.6364	NPC28848
Remote Similarity	0.6359	NPC267343
Remote Similarity	0.6351	NPC106757
Remote Similarity	0.6349	NPC120070
Remote Similarity	0.6349	NPC476297
Remote Similarity	0.6348	NPC316104
Remote Similarity	0.6348	NPC162417
Remote Similarity	0.6347	NPC471197
Remote Similarity	0.6346	NPC472541
Remote Similarity	0.6346	NPC471199
Remote Similarity	0.6346	NPC472542
Remote Similarity	0.6339	NPC101130
Remote Similarity	0.6339	NPC129412
Remote Similarity	0.6339	NPC114033
Remote Similarity	0.6339	NPC58268
Remote Similarity	0.6335	NPC293487
Remote Similarity	0.6333	NPC128265
Remote Similarity	0.6333	NPC254240
Remote Similarity	0.6333	NPC312870

Drug Structure

NPD3246 OpenBabel08211703112D 30 33 0 0 1 0 0 0 0 0999 V2000 0.8660 -2.5000 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 -3.3147 -0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6456 0.4067 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 -0.0000 2.0000 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 -1.8366 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 2.0000 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 1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8147 -1.2024 0.0000 C 0 0 3 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 2.5981 -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 1.7321 -1.0000 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 0.8660 0.5000 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 1.7321 -4.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -3.2215 -2.1160 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 -1.7321 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 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 -4.2160 -2.2205 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.6337 -2.9250 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 11 1 0 0 0 0 2 16 1 0 0 0 0 3 4 1 0 0 0 0 3 12 1 0 0 0 0 4 25 1 0 0 0 0 5 11 2 0 0 0 0 5 14 1 0 0 0 0 6 13 2 0 0 0 0 6 15 1 0 0 0 0 7 10 2 0 0 0 0 7 26 1 0 0 0 0 8 12 1 0 0 0 0 8 25 1 0 0 0 0 9 10 1 0 0 0 0 9 27 2 0 0 0 0 10 17 1 0 0 0 0 11 20 1 0 0 0 0 12 23 1 0 0 0 0 13 17 1 0 0 0 0 13 18 1 0 0 0 0 14 16 2 0 0 0 0 14 21 1 0 0 0 0 15 19 2 0 0 0 0 15 22 1 0 0 0 0 16 26 1 0 0 0 0 17 28 2 0 0 0 0 18 24 2 0 0 0 0 18 26 1 0 0 0 0 19 24 1 0 0 0 0 19 25 1 0 0 0 0 23 29 1 0 0 0 0 23 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB013699
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	388.11
ALogP	-0.3046
MLogP	2.56
XLogP	2.956
HDA	6
HBD	1
Rotatable Bonds	7
TPSA	79.53
RO5 Violation	0