NPASS drugs

Drug Information

Drug ID:	NPD3372
Drug Name:	cadrofloxacin
Molecular Formula:	C19H20F3N3O4
Canonical SMILES:	C[C@@H]1NCCN(C1)c1c(F)cc2c(c1OC(F)F)n(cc(c2=O)C(=O)O)C1CC1
Standard InCHI:	InChI=1S/C19H20F3N3O4/c1-9-7-24(5-4-23-9)15-13(20)6-11-14(17(15)29-19(21)22)25(10-2-3-10)8-12(16(11)26)18(27)28/h6,8-10,19,23H,2-5,7H2,1H3,(H,27,28)/t9-/m0/s1
Standard InCHIKey:	QBDBUKJBJJWZMG-VIFPVBQESA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3372

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	261
0.1-0.2	1726
0.2-0.3	7444
0.3-0.4	5469
0.4-0.5	11580
0.5-0.6	3955
0.6-0.7	430
0.7-0.8	22
0.8-0.85	1
0.85-0.9	0
0.9-0.95	2
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
High Similarity	0.9171	NPC329567
High Similarity	0.9171	NPC330683
Intermediate Similarity	0.8085	NPC292265
Intermediate Similarity	0.7526	NPC318183
Intermediate Similarity	0.7463	NPC87391
Intermediate Similarity	0.7441	NPC246140
Intermediate Similarity	0.7441	NPC195787
Intermediate Similarity	0.744	NPC138615
Intermediate Similarity	0.744	NPC265642
Intermediate Similarity	0.744	NPC218733
Intermediate Similarity	0.744	NPC132874
Intermediate Similarity	0.7406	NPC478075
Intermediate Similarity	0.74	NPC314659
Intermediate Similarity	0.735	NPC197335
Intermediate Similarity	0.7327	NPC316141
Intermediate Similarity	0.717	NPC469732
Intermediate Similarity	0.7143	NPC474366
Intermediate Similarity	0.7136	NPC1464
Intermediate Similarity	0.7101	NPC5630
Intermediate Similarity	0.7083	NPC212123
Intermediate Similarity	0.7045	NPC30749
Intermediate Similarity	0.7035	NPC115588
Intermediate Similarity	0.7028	NPC112937
Intermediate Similarity	0.7014	NPC176113
Intermediate Similarity	0.701	NPC472163
Remote Similarity	0.699	NPC93653
Remote Similarity	0.6986	NPC22476
Remote Similarity	0.6986	NPC269449
Remote Similarity	0.696	NPC122886
Remote Similarity	0.6954	NPC257763
Remote Similarity	0.6927	NPC270301
Remote Similarity	0.6923	NPC151171
Remote Similarity	0.6923	NPC119722
Remote Similarity	0.6923	NPC305542
Remote Similarity	0.6912	NPC87714
Remote Similarity	0.6905	NPC203628
Remote Similarity	0.6903	NPC7560
Remote Similarity	0.6901	NPC41488
Remote Similarity	0.6897	NPC8467
Remote Similarity	0.6892	NPC114468
Remote Similarity	0.6886	NPC19175
Remote Similarity	0.6878	NPC218303
Remote Similarity	0.6875	NPC126556
Remote Similarity	0.6875	NPC262725
Remote Similarity	0.6861	NPC148391
Remote Similarity	0.6854	NPC303214
Remote Similarity	0.6852	NPC232600
Remote Similarity	0.6845	NPC116096
Remote Similarity	0.6839	NPC241392
Remote Similarity	0.6835	NPC475147
Remote Similarity	0.6826	NPC13249
Remote Similarity	0.6822	NPC316282
Remote Similarity	0.6814	NPC222046
Remote Similarity	0.68	NPC195636
Remote Similarity	0.6791	NPC100863
Remote Similarity	0.6786	NPC2905
Remote Similarity	0.677	NPC134702
Remote Similarity	0.677	NPC77777
Remote Similarity	0.6768	NPC301163
Remote Similarity	0.6766	NPC154922
Remote Similarity	0.6766	NPC291173
Remote Similarity	0.6756	NPC234772
Remote Similarity	0.6754	NPC76478
Remote Similarity	0.6754	NPC118189
Remote Similarity	0.6716	NPC299582
Remote Similarity	0.6712	NPC475133
Remote Similarity	0.6711	NPC476069
Remote Similarity	0.671	NPC285254
Remote Similarity	0.6709	NPC301501
Remote Similarity	0.6708	NPC208522
Remote Similarity	0.6699	NPC127082
Remote Similarity	0.6698	NPC170333
Remote Similarity	0.6696	NPC182853
Remote Similarity	0.6696	NPC127996
Remote Similarity	0.6682	NPC21425
Remote Similarity	0.6681	NPC128476
Remote Similarity	0.6667	NPC268223
Remote Similarity	0.6667	NPC1820
Remote Similarity	0.6667	NPC314702
Remote Similarity	0.6667	NPC475609
Remote Similarity	0.6638	NPC139373
Remote Similarity	0.6637	NPC189661
Remote Similarity	0.6635	NPC85613
Remote Similarity	0.6635	NPC283810
Remote Similarity	0.6635	NPC5167
Remote Similarity	0.6625	NPC113455
Remote Similarity	0.6625	NPC469451
Remote Similarity	0.6624	NPC223242
Remote Similarity	0.6623	NPC87560
Remote Similarity	0.662	NPC474059
Remote Similarity	0.6611	NPC469450
Remote Similarity	0.6609	NPC471513
Remote Similarity	0.6606	NPC301292
Remote Similarity	0.6606	NPC313112
Remote Similarity	0.6594	NPC288110
Remote Similarity	0.6582	NPC144691
Remote Similarity	0.6577	NPC477161
Remote Similarity	0.6574	NPC469816
Remote Similarity	0.6574	NPC469815
Remote Similarity	0.6571	NPC470317
Remote Similarity	0.657	NPC329932
Remote Similarity	0.6568	NPC49547
Remote Similarity	0.6558	NPC114039
Remote Similarity	0.6558	NPC206109
Remote Similarity	0.6556	NPC469452
Remote Similarity	0.6555	NPC166169
Remote Similarity	0.6553	NPC477397
Remote Similarity	0.655	NPC195120
Remote Similarity	0.655	NPC184408
Remote Similarity	0.6549	NPC470481
Remote Similarity	0.6549	NPC470482
Remote Similarity	0.6543	NPC120239
Remote Similarity	0.6542	NPC45389
Remote Similarity	0.654	NPC97584
Remote Similarity	0.6535	NPC293458
Remote Similarity	0.6533	NPC25961
Remote Similarity	0.6532	NPC268077
Remote Similarity	0.6532	NPC133156
Remote Similarity	0.6526	NPC14994
Remote Similarity	0.6513	NPC160113
Remote Similarity	0.6513	NPC476220
Remote Similarity	0.6504	NPC295479
Remote Similarity	0.6504	NPC220241
Remote Similarity	0.6502	NPC204867
Remote Similarity	0.6498	NPC198401
Remote Similarity	0.6494	NPC118154
Remote Similarity	0.6494	NPC157983
Remote Similarity	0.6486	NPC41216
Remote Similarity	0.6486	NPC207971
Remote Similarity	0.6476	NPC98416
Remote Similarity	0.6473	NPC73280
Remote Similarity	0.6468	NPC125924
Remote Similarity	0.6465	NPC313293
Remote Similarity	0.6462	NPC302235
Remote Similarity	0.6458	NPC131977
Remote Similarity	0.6453	NPC231924
Remote Similarity	0.6452	NPC203972
Remote Similarity	0.6444	NPC285192
Remote Similarity	0.6441	NPC288759
Remote Similarity	0.6441	NPC15987
Remote Similarity	0.6441	NPC274640
Remote Similarity	0.6439	NPC472114
Remote Similarity	0.6439	NPC127362
Remote Similarity	0.6439	NPC472115
Remote Similarity	0.6439	NPC476569
Remote Similarity	0.6435	NPC92803
Remote Similarity	0.6435	NPC28510
Remote Similarity	0.6426	NPC476436
Remote Similarity	0.6426	NPC185172
Remote Similarity	0.6425	NPC43477
Remote Similarity	0.642	NPC469722
Remote Similarity	0.642	NPC477395
Remote Similarity	0.6419	NPC298449
Remote Similarity	0.6409	NPC71124
Remote Similarity	0.6408	NPC224970
Remote Similarity	0.6408	NPC167724
Remote Similarity	0.6408	NPC223595
Remote Similarity	0.6406	NPC319645
Remote Similarity	0.6405	NPC304837
Remote Similarity	0.6405	NPC41501
Remote Similarity	0.6405	NPC476258
Remote Similarity	0.64	NPC198160
Remote Similarity	0.6398	NPC70092
Remote Similarity	0.6398	NPC473458
Remote Similarity	0.6398	NPC257851
Remote Similarity	0.6398	NPC74575
Remote Similarity	0.6386	NPC123241
Remote Similarity	0.6386	NPC61013
Remote Similarity	0.6382	NPC314223
Remote Similarity	0.638	NPC241263
Remote Similarity	0.6379	NPC148889
Remote Similarity	0.6376	NPC321166
Remote Similarity	0.6376	NPC39500
Remote Similarity	0.6364	NPC470021
Remote Similarity	0.6364	NPC161804
Remote Similarity	0.6359	NPC25401
Remote Similarity	0.6356	NPC158551
Remote Similarity	0.6356	NPC470018
Remote Similarity	0.6355	NPC193410
Remote Similarity	0.6355	NPC36495
Remote Similarity	0.6352	NPC472099
Remote Similarity	0.6347	NPC230313
Remote Similarity	0.6344	NPC477160
Remote Similarity	0.6343	NPC18890
Remote Similarity	0.6341	NPC158900
Remote Similarity	0.6338	NPC159963
Remote Similarity	0.6335	NPC234933
Remote Similarity	0.6335	NPC173295
Remote Similarity	0.6332	NPC116178
Remote Similarity	0.633	NPC226708
Remote Similarity	0.6329	NPC470971
Remote Similarity	0.6329	NPC33507
Remote Similarity	0.6329	NPC478078
Remote Similarity	0.6327	NPC222561
Remote Similarity	0.6324	NPC248117
Remote Similarity	0.6323	NPC214368
Remote Similarity	0.632	NPC476161
Remote Similarity	0.6318	NPC470023
Remote Similarity	0.6314	NPC132385
Remote Similarity	0.6313	NPC315829

Drug Structure

NPD3372 OpenBabel08211703112D 31 34 0 0 1 0 0 0 0 0999 V2000 3.3651 2.9143 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1683 1.8127 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1968 1.8127 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2064 0.4857 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3651 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.9429 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5238 1.4571 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5238 -0.4857 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3651 1.9429 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6826 0.9714 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8413 -1.4571 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5238 -1.4571 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8413 -1.4571 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8413 -0.4857 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8413 -0.4857 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6826 -1.9429 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3651 -1.9429 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8413 1.4571 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6826 -1.9429 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 1.6826 0.9714 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 0.8413 2.4286 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 4.2064 1.4571 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5238 0.4857 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.6826 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.6826 -2.9143 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.2064 -1.4571 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.3651 -2.9143 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 0.9714 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.0477 1.9429 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.2064 -3.4000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 3 1 0 0 0 0 2 10 1 0 0 0 0 3 10 1 0 0 0 0 4 5 1 0 0 0 0 4 23 1 0 0 0 0 5 24 1 0 0 0 0 6 11 2 0 0 0 0 6 13 1 0 0 0 0 7 9 1 0 0 0 0 7 24 1 0 0 0 0 8 12 2 0 0 0 0 8 25 1 0 0 0 0 9 1 1 6 0 0 0 9 23 1 0 0 0 0 10 25 1 0 0 0 0 11 14 1 0 0 0 0 11 16 1 0 0 0 0 12 16 1 0 0 0 0 12 18 1 0 0 0 0 13 15 2 0 0 0 0 13 20 1 0 0 0 0 14 17 2 0 0 0 0 14 25 1 0 0 0 0 15 17 1 0 0 0 0 15 24 1 0 0 0 0 16 26 2 0 0 0 0 17 29 1 0 0 0 0 18 27 2 0 0 0 0 18 28 1 0 0 0 0 19 21 1 0 0 0 0 19 22 1 0 0 0 0 19 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	DIB004723
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	411.14
ALogP	-0.4873
MLogP	2.45
XLogP	2.718
HDA	6
HBD	2
Rotatable Bonds	10
TPSA	82.11
RO5 Violation	0