NPASS drugs

Drug Information

Drug ID:	NPD2891
Drug Name:	Cephaloglycin
Molecular Formula:	C18H19N3O6S
Canonical SMILES:	CC(=O)OCC1=C(C(=O)O)N2[C@H](SC1)[C@@H](C2=O)N=C([C@@H](c1ccccc1)N)O
Standard InCHI:	InChI=1S/C18H19N3O6S/c1-9(22)27-7-11-8-28-17-13(16(24)21(17)14(11)18(25)26)20-15(23)12(19)10-5-3-2-4-6-10/h2-6,12-13,17H,7-8,19H2,1H3,(H,20,23)(H,25,26)/t12-,13-,17-/m1/s1
Standard InCHIKey:	FUBBGQLTSCSAON-PBFPGSCMSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2891

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	87
0.1-0.2	813
0.2-0.3	4510
0.3-0.4	10311
0.4-0.5	12672
0.5-0.6	2088
0.6-0.7	393
0.7-0.8	13
0.8-0.85	0
0.85-0.9	2
0.9-0.95	0
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	0.958	NPC13470
High Similarity	0.8671	NPC315388
High Similarity	0.8639	NPC468984
Intermediate Similarity	0.7484	NPC77992
Intermediate Similarity	0.7358	NPC471680
Intermediate Similarity	0.7329	NPC105717
Intermediate Similarity	0.7273	NPC246079
Intermediate Similarity	0.7152	NPC286551
Intermediate Similarity	0.7143	NPC322878
Intermediate Similarity	0.7076	NPC189116
Intermediate Similarity	0.7055	NPC135121
Intermediate Similarity	0.7037	NPC477217
Intermediate Similarity	0.7037	NPC201244
Intermediate Similarity	0.7032	NPC300315
Intermediate Similarity	0.703	NPC475168
Intermediate Similarity	0.703	NPC7817
Remote Similarity	0.6981	NPC127741
Remote Similarity	0.697	NPC283783
Remote Similarity	0.6954	NPC71684
Remote Similarity	0.6946	NPC473341
Remote Similarity	0.6933	NPC266741
Remote Similarity	0.6928	NPC22746
Remote Similarity	0.6905	NPC470902
Remote Similarity	0.6893	NPC326407
Remote Similarity	0.6893	NPC318930
Remote Similarity	0.6893	NPC317362
Remote Similarity	0.6893	NPC317725
Remote Similarity	0.689	NPC81026
Remote Similarity	0.6871	NPC315283
Remote Similarity	0.6871	NPC314388
Remote Similarity	0.6865	NPC477526
Remote Similarity	0.6859	NPC469666
Remote Similarity	0.6846	NPC470544
Remote Similarity	0.6835	NPC325479
Remote Similarity	0.6829	NPC316008
Remote Similarity	0.6829	NPC313867
Remote Similarity	0.68	NPC470545
Remote Similarity	0.6793	NPC329731
Remote Similarity	0.679	NPC163392
Remote Similarity	0.679	NPC239762
Remote Similarity	0.6788	NPC314358
Remote Similarity	0.6774	NPC474479
Remote Similarity	0.677	NPC68865
Remote Similarity	0.677	NPC471264
Remote Similarity	0.677	NPC471265
Remote Similarity	0.6755	NPC470546
Remote Similarity	0.6748	NPC269398
Remote Similarity	0.6748	NPC263493
Remote Similarity	0.6748	NPC168113
Remote Similarity	0.6742	NPC248670
Remote Similarity	0.674	NPC153554
Remote Similarity	0.6736	NPC143325
Remote Similarity	0.6733	NPC239357
Remote Similarity	0.6732	NPC202521
Remote Similarity	0.6728	NPC89489
Remote Similarity	0.6728	NPC477557
Remote Similarity	0.6728	NPC132636
Remote Similarity	0.6727	NPC209509
Remote Similarity	0.6711	NPC33742
Remote Similarity	0.6707	NPC139326
Remote Similarity	0.6707	NPC176226
Remote Similarity	0.6707	NPC197682
Remote Similarity	0.6707	NPC161069
Remote Similarity	0.6706	NPC39431
Remote Similarity	0.6703	NPC4910
Remote Similarity	0.6667	NPC254798
Remote Similarity	0.6667	NPC59827
Remote Similarity	0.6667	NPC101719
Remote Similarity	0.6667	NPC476990
Remote Similarity	0.6667	NPC184933
Remote Similarity	0.6647	NPC311658
Remote Similarity	0.6647	NPC83790
Remote Similarity	0.6647	NPC128237
Remote Similarity	0.6646	NPC469426
Remote Similarity	0.6646	NPC469427
Remote Similarity	0.6645	NPC220698
Remote Similarity	0.6645	NPC6975
Remote Similarity	0.6631	NPC122427
Remote Similarity	0.6631	NPC329961
Remote Similarity	0.6629	NPC46009
Remote Similarity	0.6627	NPC315266
Remote Similarity	0.6627	NPC324081
Remote Similarity	0.6626	NPC470884
Remote Similarity	0.6626	NPC178662
Remote Similarity	0.6626	NPC92784
Remote Similarity	0.6626	NPC98424
Remote Similarity	0.6626	NPC476133
Remote Similarity	0.6609	NPC114806
Remote Similarity	0.6603	NPC222466
Remote Similarity	0.66	NPC288109
Remote Similarity	0.659	NPC323336
Remote Similarity	0.659	NPC326349
Remote Similarity	0.6585	NPC476259
Remote Similarity	0.6582	NPC319766
Remote Similarity	0.6581	NPC252878
Remote Similarity	0.657	NPC469903
Remote Similarity	0.6562	NPC477527
Remote Similarity	0.6561	NPC4974
Remote Similarity	0.6558	NPC302169
Remote Similarity	0.6552	NPC24617
Remote Similarity	0.6548	NPC145113
Remote Similarity	0.6548	NPC225648
Remote Similarity	0.6548	NPC329761
Remote Similarity	0.6548	NPC138775
Remote Similarity	0.6543	NPC474473
Remote Similarity	0.6541	NPC111428
Remote Similarity	0.6538	NPC46427
Remote Similarity	0.6536	NPC475123
Remote Similarity	0.6536	NPC475204
Remote Similarity	0.6534	NPC471051
Remote Similarity	0.6534	NPC471053
Remote Similarity	0.6534	NPC471052
Remote Similarity	0.6527	NPC5620
Remote Similarity	0.6519	NPC158277
Remote Similarity	0.6515	NPC478005
Remote Similarity	0.6514	NPC469243
Remote Similarity	0.6514	NPC471527
Remote Similarity	0.6513	NPC315276
Remote Similarity	0.6513	NPC285926
Remote Similarity	0.6513	NPC14672
Remote Similarity	0.6509	NPC9373
Remote Similarity	0.6509	NPC189908
Remote Similarity	0.6503	NPC194671
Remote Similarity	0.6503	NPC269750
Remote Similarity	0.6497	NPC63931
Remote Similarity	0.6497	NPC472923
Remote Similarity	0.648	NPC186617
Remote Similarity	0.6474	NPC165538
Remote Similarity	0.6474	NPC473580
Remote Similarity	0.6474	NPC160493
Remote Similarity	0.6471	NPC2501
Remote Similarity	0.6467	NPC476978
Remote Similarity	0.6467	NPC52748
Remote Similarity	0.6464	NPC273755
Remote Similarity	0.6464	NPC306804
Remote Similarity	0.646	NPC130309
Remote Similarity	0.6457	NPC319320
Remote Similarity	0.6457	NPC62104
Remote Similarity	0.6457	NPC1390
Remote Similarity	0.6457	NPC287757
Remote Similarity	0.6453	NPC122590
Remote Similarity	0.645	NPC477556
Remote Similarity	0.6447	NPC197470
Remote Similarity	0.6444	NPC473693
Remote Similarity	0.6444	NPC471568
Remote Similarity	0.6444	NPC40234
Remote Similarity	0.6438	NPC473322
Remote Similarity	0.6433	NPC175726
Remote Similarity	0.6433	NPC474082
Remote Similarity	0.6429	NPC279871
Remote Similarity	0.6429	NPC477462
Remote Similarity	0.6425	NPC107938
Remote Similarity	0.6425	NPC473502
Remote Similarity	0.6425	NPC294516
Remote Similarity	0.6424	NPC313694
Remote Similarity	0.6424	NPC35850
Remote Similarity	0.6424	NPC287358
Remote Similarity	0.6424	NPC276949
Remote Similarity	0.6424	NPC242159
Remote Similarity	0.642	NPC475544
Remote Similarity	0.642	NPC469902
Remote Similarity	0.6412	NPC471821
Remote Similarity	0.6412	NPC471820
Remote Similarity	0.6409	NPC89831
Remote Similarity	0.6408	NPC478007
Remote Similarity	0.6404	NPC5719
Remote Similarity	0.6404	NPC223207
Remote Similarity	0.6404	NPC217804
Remote Similarity	0.6404	NPC210377
Remote Similarity	0.6404	NPC22883
Remote Similarity	0.6395	NPC327481
Remote Similarity	0.6395	NPC300443
Remote Similarity	0.6393	NPC50016
Remote Similarity	0.6391	NPC262077
Remote Similarity	0.6386	NPC268841
Remote Similarity	0.6386	NPC307357
Remote Similarity	0.6386	NPC46098
Remote Similarity	0.6374	NPC129666
Remote Similarity	0.6369	NPC290755
Remote Similarity	0.6369	NPC61004
Remote Similarity	0.6369	NPC15068
Remote Similarity	0.6369	NPC304074
Remote Similarity	0.6369	NPC471771
Remote Similarity	0.6358	NPC273814
Remote Similarity	0.6358	NPC474584
Remote Similarity	0.6354	NPC328763
Remote Similarity	0.6347	NPC476989
Remote Similarity	0.6346	NPC200964
Remote Similarity	0.6346	NPC478008
Remote Similarity	0.6346	NPC190663
Remote Similarity	0.6346	NPC476183
Remote Similarity	0.6344	NPC477637
Remote Similarity	0.6344	NPC473404
Remote Similarity	0.6341	NPC248283
Remote Similarity	0.6341	NPC141050
Remote Similarity	0.634	NPC235421
Remote Similarity	0.6339	NPC471165
Remote Similarity	0.6339	NPC476227
Remote Similarity	0.6337	NPC473491
Remote Similarity	0.6335	NPC81092

Drug Structure

NPD2891 OpenBabel08211702562D 32 34 0 0 1 0 0 0 0 0999 V2000 -5.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2779 -1.3789 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5708 -0.6718 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0191 -2.3449 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6049 -0.9306 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0532 -2.6037 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3461 -1.8966 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3801 -2.1554 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6730 -1.4483 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 -1.0000 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1213 -3.1213 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.7071 -1.7071 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.5981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9319 -0.4824 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7071 0.7071 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.7321 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.4641 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.8660 -1.5000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 2.8284 -3.8284 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.1554 -3.3801 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8978 -0.2235 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 9 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 6 2 0 0 0 0 5 10 2 0 0 0 0 6 10 1 0 0 0 0 7 11 1 0 0 0 0 7 27 1 0 0 0 0 8 11 1 0 0 0 0 8 28 1 0 0 0 0 9 22 2 0 0 0 0 9 27 1 0 0 0 0 10 12 1 0 0 0 0 11 14 2 0 0 0 0 12 15 1 1 0 0 0 12 19 1 0 0 0 0 13 16 1 0 0 0 0 13 17 1 0 0 0 0 13 20 1 1 0 0 0 14 18 1 0 0 0 0 14 21 1 0 0 0 0 15 20 2 3 0 0 0 15 23 1 0 0 0 0 16 21 1 0 0 0 0 16 24 2 0 0 0 0 17 21 1 0 0 0 0 17 28 1 1 0 0 0 18 25 2 0 0 0 0 18 26 1 0 0 0 0 19 29 1 0 0 0 0 19 30 1 0 0 0 0 23 31 1 0 0 0 0 26 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001158
DrugBank	DB00689
ChEMBL	CHEMBL1200971
IUPHAR/BPS
PharmaGKB	PA164781027
KEGG Drug	D01949
PubChem CID	19150
ChEBI	34613
CAS Number

Drug Properties

Molecular Weight	405.10
ALogP	-1.5301
MLogP	2.34
XLogP	-1.302
HDA	9
HBD	3
Rotatable Bonds	11
TPSA	167.82
RO5 Violation	0