NPASS drugs

Drug Information

Drug ID:	NPD5948
Drug Name:	Gepotidacin
Molecular Formula:	C24H28N6O3
Canonical SMILES:	O=c1cnc2c3n1[C@H](CN1CCC(CC1)NCc1ncc4c(c1)CCCO4)Cn3c(=O)cc2
Standard InCHI:	InChI=1S/C24H28N6O3/c31-22-4-3-20-24-29(22)15-19(30(24)23(32)13-27-20)14-28-7-5-17(6-8-28)25-11-18-10-16-2-1-9-33-21(16)12-26-18/h3-4,10,12-13,17,19,25H,1-2,5-9,11,14-15H2/t19-/m1/s1
Standard InCHIKey:	PZFAZQUREQIODZ-LJQANCHMSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5948

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	446
0.1-0.2	3756
0.2-0.3	8860
0.3-0.4	10641
0.4-0.5	3965
0.5-0.6	2368
0.6-0.7	822
0.7-0.8	32
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	0.77	NPC287208
Intermediate Similarity	0.7556	NPC314954
Intermediate Similarity	0.75	NPC141053
Intermediate Similarity	0.7384	NPC26543
Intermediate Similarity	0.7373	NPC82548
Intermediate Similarity	0.7339	NPC174672
Intermediate Similarity	0.7288	NPC472434
Intermediate Similarity	0.726	NPC174758
Intermediate Similarity	0.7244	NPC472099
Intermediate Similarity	0.7209	NPC19872
Intermediate Similarity	0.72	NPC168209
Intermediate Similarity	0.7155	NPC469554
Intermediate Similarity	0.713	NPC476287
Intermediate Similarity	0.7124	NPC17565
Intermediate Similarity	0.7124	NPC180504
Intermediate Similarity	0.7105	NPC243633
Intermediate Similarity	0.7105	NPC175150
Intermediate Similarity	0.7089	NPC198673
Intermediate Similarity	0.7074	NPC65277
Intermediate Similarity	0.707	NPC267928
Intermediate Similarity	0.7067	NPC274982
Intermediate Similarity	0.7056	NPC244536
Intermediate Similarity	0.7049	NPC472435
Intermediate Similarity	0.7037	NPC168911
Intermediate Similarity	0.7032	NPC476138
Intermediate Similarity	0.7032	NPC245816
Intermediate Similarity	0.7017	NPC99891
Intermediate Similarity	0.7009	NPC84853
Intermediate Similarity	0.7009	NPC26679
Intermediate Similarity	0.7009	NPC196718
Intermediate Similarity	0.7009	NPC101543
Intermediate Similarity	0.7	NPC285558
Remote Similarity	0.6995	NPC92111
Remote Similarity	0.6986	NPC295898
Remote Similarity	0.6983	NPC257851
Remote Similarity	0.6983	NPC157931
Remote Similarity	0.6983	NPC186351
Remote Similarity	0.6964	NPC472436
Remote Similarity	0.6959	NPC239954
Remote Similarity	0.6958	NPC316224
Remote Similarity	0.6948	NPC76748
Remote Similarity	0.6943	NPC128115
Remote Similarity	0.6936	NPC102593
Remote Similarity	0.6933	NPC264176
Remote Similarity	0.693	NPC307963
Remote Similarity	0.6923	NPC118832
Remote Similarity	0.6923	NPC165349
Remote Similarity	0.6923	NPC47059
Remote Similarity	0.6923	NPC329708
Remote Similarity	0.6923	NPC264166
Remote Similarity	0.6923	NPC274291
Remote Similarity	0.692	NPC477549
Remote Similarity	0.692	NPC167860
Remote Similarity	0.692	NPC123976
Remote Similarity	0.6916	NPC288349
Remote Similarity	0.6916	NPC152768
Remote Similarity	0.6916	NPC148183
Remote Similarity	0.6907	NPC329631
Remote Similarity	0.6901	NPC296527
Remote Similarity	0.69	NPC315804
Remote Similarity	0.69	NPC313804
Remote Similarity	0.6895	NPC315957
Remote Similarity	0.6895	NPC176538
Remote Similarity	0.6892	NPC472111
Remote Similarity	0.6888	NPC75179
Remote Similarity	0.6886	NPC305984
Remote Similarity	0.688	NPC471762
Remote Similarity	0.6878	NPC475774
Remote Similarity	0.6875	NPC185782
Remote Similarity	0.6861	NPC316403
Remote Similarity	0.6857	NPC161887
Remote Similarity	0.6856	NPC314270
Remote Similarity	0.6849	NPC187558
Remote Similarity	0.6844	NPC290689
Remote Similarity	0.684	NPC20249
Remote Similarity	0.6833	NPC211813
Remote Similarity	0.683	NPC476465
Remote Similarity	0.6828	NPC162530
Remote Similarity	0.6828	NPC471080
Remote Similarity	0.6828	NPC469592
Remote Similarity	0.6826	NPC193267
Remote Similarity	0.6826	NPC213530
Remote Similarity	0.6818	NPC121772
Remote Similarity	0.6818	NPC329793
Remote Similarity	0.6814	NPC242923
Remote Similarity	0.681	NPC216612
Remote Similarity	0.6809	NPC66777
Remote Similarity	0.6803	NPC471891
Remote Similarity	0.6802	NPC200836
Remote Similarity	0.6798	NPC50562
Remote Similarity	0.6789	NPC251090
Remote Similarity	0.6787	NPC232727
Remote Similarity	0.6783	NPC303658
Remote Similarity	0.6778	NPC295228
Remote Similarity	0.6777	NPC219963
Remote Similarity	0.6769	NPC67658
Remote Similarity	0.6752	NPC21638
Remote Similarity	0.675	NPC184680
Remote Similarity	0.6747	NPC53534
Remote Similarity	0.6727	NPC212213
Remote Similarity	0.6726	NPC469589
Remote Similarity	0.6726	NPC53144
Remote Similarity	0.6723	NPC24370
Remote Similarity	0.6723	NPC319232
Remote Similarity	0.6722	NPC470785
Remote Similarity	0.6719	NPC152620
Remote Similarity	0.6715	NPC476518
Remote Similarity	0.6712	NPC13880
Remote Similarity	0.6711	NPC472098
Remote Similarity	0.6711	NPC94157
Remote Similarity	0.671	NPC469594
Remote Similarity	0.6698	NPC266551
Remote Similarity	0.6697	NPC476578
Remote Similarity	0.6697	NPC476582
Remote Similarity	0.6697	NPC4071
Remote Similarity	0.6697	NPC103361
Remote Similarity	0.6697	NPC123395
Remote Similarity	0.6697	NPC226202
Remote Similarity	0.6696	NPC8022
Remote Similarity	0.6696	NPC471192
Remote Similarity	0.6696	NPC470799
Remote Similarity	0.6683	NPC121658
Remote Similarity	0.6683	NPC14651
Remote Similarity	0.6682	NPC473814
Remote Similarity	0.6682	NPC78767
Remote Similarity	0.6681	NPC475910
Remote Similarity	0.6681	NPC151781
Remote Similarity	0.6681	NPC74562
Remote Similarity	0.6681	NPC316181
Remote Similarity	0.6681	NPC260434
Remote Similarity	0.6667	NPC314882
Remote Similarity	0.6667	NPC194740
Remote Similarity	0.6667	NPC280272
Remote Similarity	0.6667	NPC93390
Remote Similarity	0.6667	NPC208284
Remote Similarity	0.6653	NPC470784
Remote Similarity	0.6653	NPC30540
Remote Similarity	0.6653	NPC49547
Remote Similarity	0.6653	NPC258048
Remote Similarity	0.6652	NPC470499
Remote Similarity	0.6651	NPC133140
Remote Similarity	0.6651	NPC195268
Remote Similarity	0.665	NPC471178
Remote Similarity	0.6641	NPC478010
Remote Similarity	0.6641	NPC478009
Remote Similarity	0.6637	NPC313189
Remote Similarity	0.6636	NPC284559
Remote Similarity	0.6627	NPC478006
Remote Similarity	0.6626	NPC471614
Remote Similarity	0.6625	NPC323752
Remote Similarity	0.6624	NPC187145
Remote Similarity	0.6623	NPC471304
Remote Similarity	0.6623	NPC5145
Remote Similarity	0.6622	NPC287437
Remote Similarity	0.6622	NPC16452
Remote Similarity	0.6622	NPC476581
Remote Similarity	0.6622	NPC36229
Remote Similarity	0.662	NPC118776
Remote Similarity	0.6612	NPC28945
Remote Similarity	0.6611	NPC475253
Remote Similarity	0.6611	NPC160666
Remote Similarity	0.6609	NPC308906
Remote Similarity	0.6606	NPC74153
Remote Similarity	0.6602	NPC469813
Remote Similarity	0.6602	NPC315467
Remote Similarity	0.6602	NPC78375
Remote Similarity	0.6602	NPC476446
Remote Similarity	0.6599	NPC161801
Remote Similarity	0.6598	NPC24802
Remote Similarity	0.6598	NPC39370
Remote Similarity	0.6597	NPC311906
Remote Similarity	0.6595	NPC304926
Remote Similarity	0.6595	NPC476041
Remote Similarity	0.6595	NPC469727
Remote Similarity	0.6594	NPC72956
Remote Similarity	0.6592	NPC477019
Remote Similarity	0.6592	NPC329747
Remote Similarity	0.6592	NPC249040
Remote Similarity	0.6591	NPC135950
Remote Similarity	0.6589	NPC176127
Remote Similarity	0.6588	NPC224764
Remote Similarity	0.6585	NPC63338
Remote Similarity	0.6585	NPC322976
Remote Similarity	0.6585	NPC324203
Remote Similarity	0.6584	NPC101350
Remote Similarity	0.6583	NPC473186
Remote Similarity	0.6581	NPC132642
Remote Similarity	0.6581	NPC323969
Remote Similarity	0.6571	NPC111624
Remote Similarity	0.6569	NPC326363
Remote Similarity	0.6568	NPC122436
Remote Similarity	0.6565	NPC296482
Remote Similarity	0.6565	NPC6865
Remote Similarity	0.6565	NPC53069
Remote Similarity	0.6565	NPC202768
Remote Similarity	0.6565	NPC153980
Remote Similarity	0.6564	NPC135549
Remote Similarity	0.6561	NPC245916
Remote Similarity	0.6558	NPC284678
Remote Similarity	0.6557	NPC477861

Drug Structure

NPD5948 OpenBabel08211708292D 34 39 0 0 1 0 0 0 0 0999 V2000 1.2834 -6.2107 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7834 -5.3447 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3519 5.0322 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5141 5.5322 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2166 -0.1485 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7166 -1.0146 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7166 0.7175 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2166 -0.1485 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2834 -6.2107 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7834 -3.6126 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7834 -1.8806 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7834 -3.6126 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7417 2.6198 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2166 1.5835 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1233 3.3631 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2834 -4.4787 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7166 -1.0146 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.2834 -2.7466 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7166 2.4495 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.3519 4.0322 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2834 -4.4787 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3802 5.0322 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0256 2.2345 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5141 3.5322 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2166 -1.8806 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.2834 -2.7466 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8869 3.4199 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7166 0.7175 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.3802 4.0322 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.7221 2.5541 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.2462 5.5322 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0705 1.2355 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.7834 -5.3447 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7166 -2.7466 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 9 1 0 0 0 0 2 16 1 0 0 0 0 3 4 2 0 0 0 0 3 20 1 0 0 0 0 4 22 1 0 0 0 0 5 7 1 0 0 0 0 5 17 1 0 0 0 0 6 8 1 0 0 0 0 6 17 1 0 0 0 0 7 28 1 0 0 0 0 8 28 1 0 0 0 0 9 33 1 0 0 0 0 10 16 2 0 0 0 0 10 18 1 0 0 0 0 11 18 1 0 0 0 0 11 25 1 0 0 0 0 12 21 2 0 0 0 0 12 26 1 0 0 0 0 13 23 1 0 0 0 0 13 27 2 0 0 0 0 14 28 1 0 0 0 0 15 19 1 0 0 0 0 15 29 1 0 0 0 0 16 21 1 0 0 0 0 17 25 1 0 0 0 0 18 26 2 0 0 0 0 19 14 1 6 0 0 0 19 30 1 0 0 0 0 20 24 2 0 0 0 0 20 27 1 0 0 0 0 21 33 1 0 0 0 0 22 29 1 0 0 0 0 22 31 2 0 0 0 0 23 30 1 0 0 0 0 23 32 2 0 0 0 0 24 29 1 0 0 0 0 24 30 1 0 0 0 0 25 34 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	448.22
ALogP	-1.746
MLogP	3.11
XLogP	0.203
HDA	8
HBD	1
Rotatable Bonds	5
TPSA	90.37
RO5 Violation	0