NPASS drugs

Drug Information

Drug ID:	NPD2431
Drug Name:	Ciprofloxacin Hydrochloride
Molecular Formula:	C17H18FN3O3.ClH
Canonical SMILES:	Fc1cc2c(cc1N1CCNCC1)n(cc(c2=O)C(=O)O)C1CC1.Cl
Standard InCHI:	InChI=1S/C17H18FN3O3.ClH/c18-13-7-11-14(8-15(13)20-5-3-19-4-6-20)21(10-1-2-10)9-12(16(11)22)17(23)24;/h7-10,19H,1-6H2,(H,23,24);1H
Standard InCHIKey:	DIOIOSKKIYDRIQ-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2431

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	220
0.1-0.2	1438
0.2-0.3	7739
0.3-0.4	12782
0.4-0.5	6644
0.5-0.6	1702
0.6-0.7	334
0.7-0.8	28
0.8-0.85	0
0.85-0.9	1
0.9-0.95	1
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	1.0	NPC292265
High Similarity	0.9012	NPC318183
High Similarity	0.8706	NPC316141
Intermediate Similarity	0.7544	NPC36495
Intermediate Similarity	0.7513	NPC329567
Intermediate Similarity	0.7513	NPC330683
Intermediate Similarity	0.7363	NPC470317
Intermediate Similarity	0.7356	NPC293458
Intermediate Similarity	0.7345	NPC472118
Intermediate Similarity	0.7191	NPC167724
Intermediate Similarity	0.7191	NPC224970
Intermediate Similarity	0.7191	NPC223595
Intermediate Similarity	0.7184	NPC123241
Intermediate Similarity	0.7184	NPC61013
Intermediate Similarity	0.7169	NPC471164
Intermediate Similarity	0.7158	NPC202812
Intermediate Similarity	0.7143	NPC193410
Intermediate Similarity	0.7128	NPC313293
Intermediate Similarity	0.7117	NPC253476
Intermediate Similarity	0.7102	NPC248117
Intermediate Similarity	0.7081	NPC194562
Intermediate Similarity	0.7066	NPC43477
Intermediate Similarity	0.7043	NPC97584
Intermediate Similarity	0.7037	NPC314098
Intermediate Similarity	0.7024	NPC472241
Intermediate Similarity	0.7022	NPC113056
Intermediate Similarity	0.7022	NPC138293
Intermediate Similarity	0.7011	NPC99043
Intermediate Similarity	0.7011	NPC218594
Intermediate Similarity	0.7006	NPC27904
Intermediate Similarity	0.7006	NPC242933
Remote Similarity	0.6957	NPC72473
Remote Similarity	0.6957	NPC58827
Remote Similarity	0.6957	NPC307437
Remote Similarity	0.6943	NPC279385
Remote Similarity	0.6943	NPC179605
Remote Similarity	0.6937	NPC472244
Remote Similarity	0.6937	NPC470343
Remote Similarity	0.6905	NPC472243
Remote Similarity	0.6901	NPC472242
Remote Similarity	0.6899	NPC103292
Remote Similarity	0.6879	NPC291962
Remote Similarity	0.6879	NPC177684
Remote Similarity	0.6865	NPC14849
Remote Similarity	0.6862	NPC471742
Remote Similarity	0.6851	NPC214960
Remote Similarity	0.6851	NPC279527
Remote Similarity	0.6848	NPC329338
Remote Similarity	0.6848	NPC328611
Remote Similarity	0.6848	NPC469726
Remote Similarity	0.6839	NPC144691
Remote Similarity	0.6835	NPC112373
Remote Similarity	0.6835	NPC161956
Remote Similarity	0.6835	NPC258531
Remote Similarity	0.6828	NPC131450
Remote Similarity	0.6828	NPC147298
Remote Similarity	0.6828	NPC182057
Remote Similarity	0.6816	NPC474058
Remote Similarity	0.6811	NPC264482
Remote Similarity	0.6811	NPC203202
Remote Similarity	0.6792	NPC257490
Remote Similarity	0.6778	NPC99632
Remote Similarity	0.6778	NPC282339
Remote Similarity	0.6774	NPC186669
Remote Similarity	0.6771	NPC5630
Remote Similarity	0.6768	NPC472245
Remote Similarity	0.6763	NPC478039
Remote Similarity	0.6754	NPC14994
Remote Similarity	0.675	NPC268534
Remote Similarity	0.674	NPC189116
Remote Similarity	0.674	NPC204867
Remote Similarity	0.6738	NPC6974
Remote Similarity	0.6737	NPC52262
Remote Similarity	0.6736	NPC203628
Remote Similarity	0.6727	NPC316746
Remote Similarity	0.672	NPC471743
Remote Similarity	0.672	NPC159963
Remote Similarity	0.6707	NPC316104
Remote Similarity	0.6707	NPC162417
Remote Similarity	0.6705	NPC314223
Remote Similarity	0.6705	NPC154602
Remote Similarity	0.6686	NPC237649
Remote Similarity	0.6686	NPC300596
Remote Similarity	0.6685	NPC472117
Remote Similarity	0.6684	NPC285923
Remote Similarity	0.6684	NPC303214
Remote Similarity	0.6667	NPC173295
Remote Similarity	0.6667	NPC182131
Remote Similarity	0.6667	NPC314431
Remote Similarity	0.6667	NPC472115
Remote Similarity	0.6667	NPC472114
Remote Similarity	0.6667	NPC470548
Remote Similarity	0.6667	NPC248862
Remote Similarity	0.6647	NPC314186
Remote Similarity	0.6646	NPC39818
Remote Similarity	0.663	NPC309531
Remote Similarity	0.663	NPC472102
Remote Similarity	0.6606	NPC150863
Remote Similarity	0.6585	NPC322433
Remote Similarity	0.658	NPC473815
Remote Similarity	0.6573	NPC285381
Remote Similarity	0.6566	NPC280807
Remote Similarity	0.6562	NPC226143
Remote Similarity	0.6552	NPC136002
Remote Similarity	0.6552	NPC130797
Remote Similarity	0.6546	NPC316405
Remote Similarity	0.6543	NPC476441
Remote Similarity	0.6543	NPC475607
Remote Similarity	0.6541	NPC470971
Remote Similarity	0.6536	NPC478076
Remote Similarity	0.6522	NPC150323
Remote Similarity	0.6522	NPC471130
Remote Similarity	0.6517	NPC232600
Remote Similarity	0.6508	NPC474081
Remote Similarity	0.6506	NPC209389
Remote Similarity	0.6503	NPC472121
Remote Similarity	0.6503	NPC88970
Remote Similarity	0.6489	NPC475594
Remote Similarity	0.6484	NPC154478
Remote Similarity	0.648	NPC25401
Remote Similarity	0.6474	NPC474041
Remote Similarity	0.6474	NPC2823
Remote Similarity	0.6474	NPC475094
Remote Similarity	0.6474	NPC475761
Remote Similarity	0.6465	NPC220151
Remote Similarity	0.6465	NPC19692
Remote Similarity	0.6464	NPC84317
Remote Similarity	0.6453	NPC319645
Remote Similarity	0.645	NPC265642
Remote Similarity	0.645	NPC138615
Remote Similarity	0.645	NPC132874
Remote Similarity	0.645	NPC218733
Remote Similarity	0.6448	NPC225319
Remote Similarity	0.6439	NPC478075
Remote Similarity	0.6436	NPC471944
Remote Similarity	0.6436	NPC177261
Remote Similarity	0.642	NPC130931
Remote Similarity	0.6419	NPC115588
Remote Similarity	0.6396	NPC22476
Remote Similarity	0.639	NPC225400
Remote Similarity	0.6379	NPC471574
Remote Similarity	0.6379	NPC316202
Remote Similarity	0.6378	NPC175474
Remote Similarity	0.6369	NPC473329
Remote Similarity	0.6369	NPC13526
Remote Similarity	0.6369	NPC477432
Remote Similarity	0.6364	NPC192533
Remote Similarity	0.6359	NPC470786
Remote Similarity	0.6359	NPC472538
Remote Similarity	0.6359	NPC471155
Remote Similarity	0.6354	NPC298320
Remote Similarity	0.635	NPC472539
Remote Similarity	0.635	NPC470787
Remote Similarity	0.635	NPC472540
Remote Similarity	0.6349	NPC476425
Remote Similarity	0.6344	NPC52059
Remote Similarity	0.6344	NPC470069
Remote Similarity	0.6339	NPC153694
Remote Similarity	0.6339	NPC211525
Remote Similarity	0.6339	NPC113946
Remote Similarity	0.6337	NPC106118
Remote Similarity	0.6333	NPC243756
Remote Similarity	0.6329	NPC285192
Remote Similarity	0.6329	NPC270241
Remote Similarity	0.6325	NPC205946
Remote Similarity	0.6324	NPC176983
Remote Similarity	0.6324	NPC476231
Remote Similarity	0.6323	NPC151171
Remote Similarity	0.6322	NPC130251
Remote Similarity	0.6318	NPC472542
Remote Similarity	0.6318	NPC90967
Remote Similarity	0.6318	NPC472541
Remote Similarity	0.6303	NPC254698
Remote Similarity	0.6301	NPC287358
Remote Similarity	0.6301	NPC122553
Remote Similarity	0.6298	NPC117032
Remote Similarity	0.6292	NPC264589
Remote Similarity	0.6279	NPC300299
Remote Similarity	0.6275	NPC98864
Remote Similarity	0.6269	NPC475685
Remote Similarity	0.6269	NPC472116
Remote Similarity	0.6262	NPC87714
Remote Similarity	0.625	NPC217372
Remote Similarity	0.625	NPC15573
Remote Similarity	0.625	NPC183662
Remote Similarity	0.6237	NPC472101
Remote Similarity	0.6237	NPC472120
Remote Similarity	0.6237	NPC253667
Remote Similarity	0.6237	NPC199737
Remote Similarity	0.6237	NPC476428
Remote Similarity	0.6237	NPC35510
Remote Similarity	0.623	NPC473297
Remote Similarity	0.6221	NPC229893
Remote Similarity	0.6219	NPC34717
Remote Similarity	0.6218	NPC219336
Remote Similarity	0.6216	NPC310403
Remote Similarity	0.6216	NPC263709
Remote Similarity	0.6216	NPC148468
Remote Similarity	0.6216	NPC97380
Remote Similarity	0.6216	NPC243673

Drug Structure

NPD2431 OpenBabel08211702172D 27 29 0 0 0 0 0 0 0 0999 V2000 4.4641 -5.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -5.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1603 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -1.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 9.1603 -4.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.6506 -2.9147 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 10.0263 -5.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 10 1 0 0 0 0 2 10 1 0 0 0 0 3 5 1 0 0 0 0 3 19 1 0 0 0 0 4 6 1 0 0 0 0 4 19 1 0 0 0 0 5 20 1 0 0 0 0 6 20 1 0 0 0 0 7 11 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 12 2 0 0 0 0 9 21 1 0 0 0 0 10 21 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 17 1 0 0 0 0 13 15 2 0 0 0 0 13 18 1 0 0 0 0 14 21 1 0 0 0 0 15 20 1 0 0 0 0 16 22 2 0 0 0 0 17 23 2 0 0 0 0 17 24 1 0 0 0 0 19 26 1 0 0 0 0 24 27 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	331.13
ALogP	-1.2467
MLogP	2.56
XLogP	1.988
HDA	6
HBD	2
Rotatable Bonds	5
TPSA	72.88
RO5 Violation	0