NPASS drugs

Drug Information

Drug ID:	NPD3189
Drug Name:	Lincomycin Hydrochloride
Molecular Formula:	C18H34N2O6S.ClH
Canonical SMILES:	CCC[C@H]1CN([C@@H](C1)C(=N[C@@H]([C@H]1O[C@H](SC)[C@@H]([C@H]([C@H]1O)O)O)[C@H](O)C)O)C.Cl
Standard InCHI:	InChI=1S/C18H34N2O6S.ClH/c1-5-6-10-7-11(20(3)8-10)17(25)19-12(9(2)21)16-14(23)13(22)15(24)18(26-16)27-4;/h9-16,18,21-24H,5-8H2,1-4H3,(H,19,25);1H/t9-,10-,11+,12-,13+,14-,15-,16-,18-;/m1./s1
Standard InCHIKey:	POUMFISTNHIPTI-BOMBIWCESA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3189

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	55
0.1-0.2	1767
0.2-0.3	16126
0.3-0.4	10671
0.4-0.5	1731
0.5-0.6	466
0.6-0.7	72
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
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	NPC313821
High Similarity	0.9062	NPC314387
Remote Similarity	0.6931	NPC470284
Remote Similarity	0.6778	NPC34291
Remote Similarity	0.6778	NPC126664
Remote Similarity	0.6731	NPC208537
Remote Similarity	0.6731	NPC270005
Remote Similarity	0.67	NPC476523
Remote Similarity	0.663	NPC163538
Remote Similarity	0.663	NPC115800
Remote Similarity	0.6604	NPC470283
Remote Similarity	0.6593	NPC171850
Remote Similarity	0.6522	NPC475715
Remote Similarity	0.6522	NPC473419
Remote Similarity	0.6522	NPC475127
Remote Similarity	0.6444	NPC233034
Remote Similarity	0.6413	NPC266242
Remote Similarity	0.6413	NPC306763
Remote Similarity	0.6413	NPC474469
Remote Similarity	0.6413	NPC74555
Remote Similarity	0.6413	NPC195165
Remote Similarity	0.6413	NPC254617
Remote Similarity	0.6383	NPC477200
Remote Similarity	0.6333	NPC163134
Remote Similarity	0.6333	NPC471419
Remote Similarity	0.6316	NPC474468
Remote Similarity	0.6304	NPC184150
Remote Similarity	0.6304	NPC141156
Remote Similarity	0.6304	NPC59221
Remote Similarity	0.63	NPC471420
Remote Similarity	0.6277	NPC223174
Remote Similarity	0.6277	NPC327753
Remote Similarity	0.6277	NPC475694
Remote Similarity	0.6277	NPC473710
Remote Similarity	0.6277	NPC327486
Remote Similarity	0.6263	NPC316807
Remote Similarity	0.625	NPC306838
Remote Similarity	0.6218	NPC63191
Remote Similarity	0.6218	NPC471202
Remote Similarity	0.6211	NPC476694
Remote Similarity	0.6211	NPC476696
Remote Similarity	0.6211	NPC476695
Remote Similarity	0.6196	NPC294883
Remote Similarity	0.6196	NPC12514
Remote Similarity	0.619	NPC470282
Remote Similarity	0.619	NPC52533
Remote Similarity	0.6176	NPC165119
Remote Similarity	0.6176	NPC93630
Remote Similarity	0.6174	NPC471844
Remote Similarity	0.6162	NPC325902
Remote Similarity	0.6132	NPC193386
Remote Similarity	0.6121	NPC59589
Remote Similarity	0.61	NPC150557
Remote Similarity	0.6078	NPC45906
Remote Similarity	0.6078	NPC81006
Remote Similarity	0.6078	NPC288415
Remote Similarity	0.6078	NPC149908
Remote Similarity	0.6078	NPC31313
Remote Similarity	0.6061	NPC329077
Remote Similarity	0.6044	NPC145627
Remote Similarity	0.6042	NPC299603
Remote Similarity	0.6042	NPC285014
Remote Similarity	0.6042	NPC28959
Remote Similarity	0.6042	NPC255535
Remote Similarity	0.6042	NPC137554
Remote Similarity	0.604	NPC90839
Remote Similarity	0.6036	NPC47076
Remote Similarity	0.6036	NPC134504
Remote Similarity	0.6036	NPC189629
Remote Similarity	0.6034	NPC475918
Remote Similarity	0.6	NPC279383
Remote Similarity	0.6	NPC268922
Remote Similarity	0.6	NPC474995
Remote Similarity	0.6	NPC478024
Remote Similarity	0.5968	NPC477237
Remote Similarity	0.5929	NPC220234
Remote Similarity	0.592	NPC470652
Remote Similarity	0.5918	NPC315806
Remote Similarity	0.5918	NPC43219
Remote Similarity	0.5913	NPC477198
Remote Similarity	0.5902	NPC474984
Remote Similarity	0.5895	NPC471418
Remote Similarity	0.5889	NPC170172
Remote Similarity	0.5889	NPC233364
Remote Similarity	0.5889	NPC471421
Remote Similarity	0.5882	NPC100204
Remote Similarity	0.5882	NPC83248
Remote Similarity	0.5877	NPC206711
Remote Similarity	0.5877	NPC255175
Remote Similarity	0.5877	NPC471628
Remote Similarity	0.5877	NPC271207
Remote Similarity	0.5877	NPC225978
Remote Similarity	0.5877	NPC56298
Remote Similarity	0.5876	NPC320012
Remote Similarity	0.5873	NPC477238
Remote Similarity	0.5868	NPC295444
Remote Similarity	0.5868	NPC273215
Remote Similarity	0.5868	NPC268327
Remote Similarity	0.5859	NPC86064
Remote Similarity	0.5851	NPC101746
Remote Similarity	0.5851	NPC474402
Remote Similarity	0.5851	NPC77191
Remote Similarity	0.5851	NPC69798
Remote Similarity	0.5851	NPC473952
Remote Similarity	0.5851	NPC116377
Remote Similarity	0.5843	NPC293551
Remote Similarity	0.5842	NPC314968
Remote Similarity	0.5842	NPC314772
Remote Similarity	0.5833	NPC292345
Remote Similarity	0.5825	NPC470783
Remote Similarity	0.582	NPC475988
Remote Similarity	0.5818	NPC471098
Remote Similarity	0.5818	NPC62263
Remote Similarity	0.5818	NPC173763
Remote Similarity	0.581	NPC155670
Remote Similarity	0.581	NPC95478
Remote Similarity	0.581	NPC145748
Remote Similarity	0.5806	NPC201968
Remote Similarity	0.5794	NPC477728
Remote Similarity	0.578	NPC474593
Remote Similarity	0.578	NPC477729
Remote Similarity	0.578	NPC475801
Remote Similarity	0.5763	NPC241394
Remote Similarity	0.5755	NPC277918
Remote Similarity	0.5755	NPC325723
Remote Similarity	0.5755	NPC227051
Remote Similarity	0.575	NPC474891
Remote Similarity	0.5745	NPC474928
Remote Similarity	0.5736	NPC470653
Remote Similarity	0.5736	NPC470650
Remote Similarity	0.5736	NPC470654
Remote Similarity	0.5727	NPC474576
Remote Similarity	0.5727	NPC476019
Remote Similarity	0.5726	NPC476877
Remote Similarity	0.5726	NPC296043
Remote Similarity	0.5702	NPC57436
Remote Similarity	0.5702	NPC121479
Remote Similarity	0.5699	NPC17455
Remote Similarity	0.5688	NPC322966
Remote Similarity	0.5686	NPC233108
Remote Similarity	0.5684	NPC286851
Remote Similarity	0.5684	NPC303798
Remote Similarity	0.568	NPC329216
Remote Similarity	0.5678	NPC166242
Remote Similarity	0.5678	NPC189854
Remote Similarity	0.5678	NPC322449
Remote Similarity	0.5678	NPC92874
Remote Similarity	0.5678	NPC62845
Remote Similarity	0.5678	NPC128303
Remote Similarity	0.5676	NPC475603
Remote Similarity	0.5676	NPC315237
Remote Similarity	0.5676	NPC61894
Remote Similarity	0.5673	NPC476302
Remote Similarity	0.5657	NPC474403
Remote Similarity	0.5656	NPC476875
Remote Similarity	0.5652	NPC475440
Remote Similarity	0.5645	NPC50694
Remote Similarity	0.5641	NPC301148
Remote Similarity	0.5641	NPC124554
Remote Similarity	0.5641	NPC5864
Remote Similarity	0.5631	NPC473984
Remote Similarity	0.5631	NPC312315
Remote Similarity	0.563	NPC135216
Remote Similarity	0.563	NPC101106
Remote Similarity	0.563	NPC325900
Remote Similarity	0.563	NPC10897
Remote Similarity	0.563	NPC476876
Remote Similarity	0.5619	NPC271772
Remote Similarity	0.5619	NPC36927
Remote Similarity	0.5618	NPC275727
Remote Similarity	0.5615	NPC471087
Remote Similarity	0.5615	NPC326386
Remote Similarity	0.5615	NPC477985
Remote Similarity	0.5614	NPC471843
Remote Similarity	0.5612	NPC478256
Remote Similarity	0.5607	NPC477199
Remote Similarity	0.5606	NPC470651
Remote Similarity	0.5606	NPC470655
Remote Similarity	0.5603	NPC315036
Remote Similarity	0.56	NPC313813

Drug Structure

NPD3189 OpenBabel08211702562D 33 33 0 0 1 0 0 0 0 0999 V2000 0.9067 -5.9544 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2631 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3036 -5.6637 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9951 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -5.0409 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0878 -4.2319 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7514 -3.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5823 -5.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3970 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.0823 -4.3364 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.6650 -4.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.3970 -2.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 7.9951 -2.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 7.1291 -2.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 7.9951 -3.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.2631 -2.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.5310 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1291 -4.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.5310 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.5605 -4.9945 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.5310 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.8611 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.1291 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.8611 -4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.3970 -4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.2631 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.1291 -5.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1.4698 -4.5453 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 3.6650 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.7272 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.9951 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.7272 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.3970 -5.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 3 20 1 0 0 0 0 4 27 1 0 0 0 0 5 6 1 0 0 0 0 7 10 1 0 0 0 0 7 11 1 0 0 0 0 8 10 1 0 0 0 0 8 20 1 0 0 0 0 9 2 1 6 0 0 0 9 12 1 0 0 0 0 9 21 1 0 0 0 0 10 6 1 6 0 0 0 11 17 1 1 0 0 0 11 20 1 0 0 0 0 12 19 1 6 0 0 0 13 14 1 0 0 0 0 13 15 1 0 0 0 0 13 22 1 6 0 0 0 14 16 1 0 0 0 0 14 23 1 6 0 0 0 15 18 1 0 0 0 0 15 24 1 1 0 0 0 16 12 1 6 0 0 0 16 26 1 0 0 0 0 17 19 2 3 0 0 0 17 25 1 0 0 0 0 18 26 1 0 0 0 0 18 27 1 1 0 0 0 21 29 1 0 0 0 0 22 30 1 0 0 0 0 23 31 1 0 0 0 0 24 32 1 0 0 0 0 25 33 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	406.21
ALogP	-1.6766
MLogP	2.45
XLogP	0.745
HDA	8
HBD	5
Rotatable Bonds	16
TPSA	151.28
RO5 Violation	0