NPASS drugs

Drug Information

Drug ID:	NPD4082
Drug Name:	Nemonoxacin
Molecular Formula:	C20H25N3O4
Canonical SMILES:	COc1c(ccc2c1n(cc(c2=O)C(=O)O)C1CC1)N1C[C@@H](C)C[C@@H](C1)N
Standard InCHI:	InChI=1S/C20H25N3O4/c1-11-7-12(21)9-22(8-11)16-6-5-14-17(19(16)27-2)23(13-3-4-13)10-15(18(14)24)20(25)26/h5-6,10-13H,3-4,7-9,21H2,1-2H3,(H,25,26)/t11-,12-/m0/s1
Standard InCHIKey:	AVPQPGFLVZTJOR-RYUDHWBXSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4082

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	243
0.1-0.2	1559
0.2-0.3	6382
0.3-0.4	6246
0.4-0.5	9878
0.5-0.6	5888
0.6-0.7	639
0.7-0.8	53
0.8-0.85	0
0.85-0.9	2
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
High Similarity	0.8969	NPC330683
High Similarity	0.8969	NPC329567
Intermediate Similarity	0.7979	NPC292265
Intermediate Similarity	0.7729	NPC478075
Intermediate Similarity	0.7598	NPC132874
Intermediate Similarity	0.7598	NPC218733
Intermediate Similarity	0.7598	NPC138615
Intermediate Similarity	0.7598	NPC265642
Intermediate Similarity	0.7596	NPC246140
Intermediate Similarity	0.7596	NPC195787
Intermediate Similarity	0.7538	NPC87391
Intermediate Similarity	0.7513	NPC318183
Intermediate Similarity	0.7475	NPC314659
Intermediate Similarity	0.7424	NPC197335
Intermediate Similarity	0.734	NPC5630
Intermediate Similarity	0.733	NPC93653
Intermediate Similarity	0.7321	NPC469732
Intermediate Similarity	0.729	NPC474366
Intermediate Similarity	0.7286	NPC1464
Intermediate Similarity	0.7252	NPC115588
Intermediate Similarity	0.723	NPC212123
Intermediate Similarity	0.722	NPC22476
Intermediate Similarity	0.7189	NPC30749
Intermediate Similarity	0.7177	NPC112937
Intermediate Similarity	0.7175	NPC122886
Intermediate Similarity	0.7143	NPC316141
Intermediate Similarity	0.7143	NPC119722
Intermediate Similarity	0.7136	NPC87714
Intermediate Similarity	0.7136	NPC203628
Intermediate Similarity	0.713	NPC151171
Intermediate Similarity	0.713	NPC269449
Intermediate Similarity	0.7123	NPC234772
Intermediate Similarity	0.7095	NPC100863
Intermediate Similarity	0.7091	NPC126556
Intermediate Similarity	0.7081	NPC303214
Intermediate Similarity	0.7079	NPC270301
Intermediate Similarity	0.7079	NPC472163
Intermediate Similarity	0.7078	NPC176113
Intermediate Similarity	0.7075	NPC232600
Intermediate Similarity	0.7073	NPC21425
Intermediate Similarity	0.7064	NPC305542
Intermediate Similarity	0.7059	NPC134702
Intermediate Similarity	0.7056	NPC475147
Intermediate Similarity	0.705	NPC8467
Intermediate Similarity	0.7043	NPC154922
Intermediate Similarity	0.7041	NPC299582
Intermediate Similarity	0.704	NPC7560
Intermediate Similarity	0.704	NPC118189
Intermediate Similarity	0.7032	NPC114468
Intermediate Similarity	0.7026	NPC257763
Intermediate Similarity	0.7024	NPC262725
Intermediate Similarity	0.7022	NPC19175
Intermediate Similarity	0.701	NPC301163
Intermediate Similarity	0.7	NPC148391
Intermediate Similarity	0.7	NPC241392
Remote Similarity	0.6986	NPC127996
Remote Similarity	0.6983	NPC301501
Remote Similarity	0.6982	NPC182853
Remote Similarity	0.6982	NPC77777
Remote Similarity	0.6971	NPC1820
Remote Similarity	0.6967	NPC41488
Remote Similarity	0.696	NPC13249
Remote Similarity	0.6955	NPC268223
Remote Similarity	0.6951	NPC222046
Remote Similarity	0.6946	NPC5167
Remote Similarity	0.6946	NPC85613
Remote Similarity	0.6941	NPC218303
Remote Similarity	0.6937	NPC195636
Remote Similarity	0.6927	NPC475133
Remote Similarity	0.6923	NPC474059
Remote Similarity	0.6923	NPC2905
Remote Similarity	0.6913	NPC139373
Remote Similarity	0.6912	NPC116096
Remote Similarity	0.6911	NPC144691
Remote Similarity	0.6907	NPC208522
Remote Similarity	0.6906	NPC87560
Remote Similarity	0.69	NPC223242
Remote Similarity	0.6897	NPC291173
Remote Similarity	0.6894	NPC469451
Remote Similarity	0.6894	NPC113455
Remote Similarity	0.6889	NPC76478
Remote Similarity	0.6887	NPC316282
Remote Similarity	0.688	NPC469450
Remote Similarity	0.6875	NPC475609
Remote Similarity	0.6875	NPC288110
Remote Similarity	0.6866	NPC477161
Remote Similarity	0.6863	NPC283810
Remote Similarity	0.6857	NPC114039
Remote Similarity	0.6857	NPC206109
Remote Similarity	0.6853	NPC476220
Remote Similarity	0.6853	NPC160113
Remote Similarity	0.6847	NPC189661
Remote Similarity	0.6844	NPC476069
Remote Similarity	0.6842	NPC285254
Remote Similarity	0.6842	NPC45389
Remote Similarity	0.684	NPC170333
Remote Similarity	0.6835	NPC329932
Remote Similarity	0.6834	NPC472114
Remote Similarity	0.6834	NPC472115
Remote Similarity	0.683	NPC195120
Remote Similarity	0.6825	NPC203972
Remote Similarity	0.6822	NPC469452
Remote Similarity	0.682	NPC268077
Remote Similarity	0.682	NPC313112
Remote Similarity	0.682	NPC133156
Remote Similarity	0.682	NPC301292
Remote Similarity	0.6818	NPC204867
Remote Similarity	0.6814	NPC128476
Remote Similarity	0.681	NPC28510
Remote Similarity	0.6807	NPC120239
Remote Similarity	0.6796	NPC470317
Remote Similarity	0.6792	NPC198401
Remote Similarity	0.6787	NPC220241
Remote Similarity	0.6787	NPC295479
Remote Similarity	0.6776	NPC71124
Remote Similarity	0.6774	NPC41216
Remote Similarity	0.6774	NPC207971
Remote Similarity	0.677	NPC157983
Remote Similarity	0.677	NPC118154
Remote Similarity	0.6769	NPC476436
Remote Similarity	0.6768	NPC293458
Remote Similarity	0.6767	NPC49547
Remote Similarity	0.6765	NPC127082
Remote Similarity	0.6763	NPC97584
Remote Similarity	0.6757	NPC470481
Remote Similarity	0.6757	NPC470482
Remote Similarity	0.6756	NPC184408
Remote Similarity	0.6746	NPC14994
Remote Similarity	0.6742	NPC25961
Remote Similarity	0.6739	NPC471513
Remote Similarity	0.6738	NPC319645
Remote Similarity	0.6737	NPC476258
Remote Similarity	0.6737	NPC304837
Remote Similarity	0.673	NPC92803
Remote Similarity	0.6728	NPC15987
Remote Similarity	0.6723	NPC131977
Remote Similarity	0.6723	NPC314702
Remote Similarity	0.6716	NPC224970
Remote Similarity	0.6716	NPC167724
Remote Similarity	0.6716	NPC223595
Remote Similarity	0.67	NPC73280
Remote Similarity	0.6699	NPC166169
Remote Similarity	0.6682	NPC313293
Remote Similarity	0.6682	NPC198160
Remote Similarity	0.6681	NPC477397
Remote Similarity	0.6667	NPC43477
Remote Similarity	0.6667	NPC36495
Remote Similarity	0.6667	NPC193410
Remote Similarity	0.6667	NPC473458
Remote Similarity	0.6667	NPC74575
Remote Similarity	0.6652	NPC285192
Remote Similarity	0.6652	NPC231924
Remote Similarity	0.6652	NPC321166
Remote Similarity	0.6651	NPC288759
Remote Similarity	0.6651	NPC25401
Remote Similarity	0.665	NPC189116
Remote Similarity	0.6638	NPC274640
Remote Similarity	0.6636	NPC138830
Remote Similarity	0.6636	NPC469815
Remote Similarity	0.6636	NPC230313
Remote Similarity	0.6636	NPC469816
Remote Similarity	0.6635	NPC18890
Remote Similarity	0.6633	NPC248117
Remote Similarity	0.6632	NPC315829
Remote Similarity	0.6624	NPC476429
Remote Similarity	0.6623	NPC472099
Remote Similarity	0.6623	NPC470018
Remote Similarity	0.6622	NPC298449
Remote Similarity	0.6622	NPC477160
Remote Similarity	0.662	NPC234933
Remote Similarity	0.6618	NPC98416
Remote Similarity	0.6618	NPC70092
Remote Similarity	0.6616	NPC61013
Remote Similarity	0.6616	NPC123241
Remote Similarity	0.6615	NPC314223
Remote Similarity	0.6611	NPC469722
Remote Similarity	0.6607	NPC116178
Remote Similarity	0.6603	NPC302235
Remote Similarity	0.6601	NPC472118
Remote Similarity	0.6597	NPC41501
Remote Similarity	0.6595	NPC478078
Remote Similarity	0.6595	NPC257851
Remote Similarity	0.659	NPC5374
Remote Similarity	0.659	NPC241263
Remote Similarity	0.6589	NPC254957
Remote Similarity	0.6588	NPC473815
Remote Similarity	0.6587	NPC288305
Remote Similarity	0.6584	NPC127362
Remote Similarity	0.6578	NPC217903
Remote Similarity	0.6578	NPC39500
Remote Similarity	0.6578	NPC173295
Remote Similarity	0.6575	NPC474077
Remote Similarity	0.657	NPC218594
Remote Similarity	0.657	NPC99043
Remote Similarity	0.6564	NPC471197
Remote Similarity	0.6562	NPC220337
Remote Similarity	0.6555	NPC159963
Remote Similarity	0.6552	NPC470971
Remote Similarity	0.655	NPC27904
Remote Similarity	0.6545	NPC317572

Drug Structure

NPD4082 OpenBabel08211704332D 30 33 0 0 1 0 0 0 0 0999 V2000 -4.3301 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 -0.5000 1.8660 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 -1.7321 -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 -5.1962 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -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 -4.3301 1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.1962 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 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 -2.5981 -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 0.0000 -2.0000 0.0000 C 0 0 0 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 1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -0.5000 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 1.7321 -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 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 27 1 0 0 0 0 3 4 1 0 0 0 0 3 13 1 0 0 0 0 4 13 1 0 0 0 0 5 6 2 0 0 0 0 5 14 1 0 0 0 0 6 16 1 0 0 0 0 7 11 1 0 0 0 0 7 12 1 0 0 0 0 8 11 1 0 0 0 0 8 22 1 0 0 0 0 9 12 1 0 0 0 0 9 22 1 0 0 0 0 10 15 2 0 0 0 0 10 23 1 0 0 0 0 11 1 1 6 0 0 0 12 21 1 1 0 0 0 13 23 1 0 0 0 0 14 17 2 0 0 0 0 14 18 1 0 0 0 0 15 18 1 0 0 0 0 15 20 1 0 0 0 0 16 19 2 0 0 0 0 16 22 1 0 0 0 0 17 19 1 0 0 0 0 17 23 1 0 0 0 0 18 24 2 0 0 0 0 19 27 1 0 0 0 0 20 25 2 0 0 0 0 20 26 1 0 0 0 0 21 28 1 0 0 0 0 21 29 1 0 0 0 0 26 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL002961
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	11993740
ChEBI
CAS Number

Drug Properties

Molecular Weight	371.18
ALogP	-1.7923
MLogP	2.89
XLogP	2.245
HDA	6
HBD	2
Rotatable Bonds	8
TPSA	96.1
RO5 Violation	0