NPASS drugs

Drug Information

Drug ID:	NPD1979
Drug Name:	Cephalothin
Molecular Formula:	C16H16N2O6S2
Canonical SMILES:	CC(=O)OCC1=C(C(=O)O)N2[C@H](SC1)[C@@H](C2=O)N=C(Cc1cccs1)O
Standard InCHI:	InChI=1S/C16H16N2O6S2/c1-8(19)24-6-9-7-26-15-12(14(21)18(15)13(9)16(22)23)17-11(20)5-10-3-2-4-25-10/h2-4,12,15H,5-7H2,1H3,(H,17,20)(H,22,23)/t12-,15-/m1/s1
Standard InCHIKey:	XIURVHNZVLADCM-IUODEOHRSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD1979

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	106
0.1-0.2	1606
0.2-0.3	7201
0.3-0.4	16713
0.4-0.5	4698
0.5-0.6	512
0.6-0.7	52
0.7-0.8	2
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	0.7613	NPC13470
Intermediate Similarity	0.7115	NPC468984
Remote Similarity	0.6941	NPC315388
Remote Similarity	0.6929	NPC190955
Remote Similarity	0.6898	NPC143325
Remote Similarity	0.6522	NPC329961
Remote Similarity	0.6522	NPC122427
Remote Similarity	0.6503	NPC471680
Remote Similarity	0.6452	NPC165538
Remote Similarity	0.6402	NPC322878
Remote Similarity	0.6392	NPC246079
Remote Similarity	0.6351	NPC288109
Remote Similarity	0.6347	NPC283783
Remote Similarity	0.6325	NPC128237
Remote Similarity	0.6325	NPC83790
Remote Similarity	0.6287	NPC105717
Remote Similarity	0.6266	NPC300315
Remote Similarity	0.6241	NPC11466
Remote Similarity	0.6228	NPC135121
Remote Similarity	0.6222	NPC317362
Remote Similarity	0.6222	NPC317725
Remote Similarity	0.6222	NPC318930
Remote Similarity	0.6222	NPC326407
Remote Similarity	0.6212	NPC145178
Remote Similarity	0.6212	NPC475350
Remote Similarity	0.6212	NPC14877
Remote Similarity	0.6205	NPC477217
Remote Similarity	0.6205	NPC201244
Remote Similarity	0.6145	NPC314388
Remote Similarity	0.6145	NPC315283
Remote Similarity	0.614	NPC286551
Remote Similarity	0.6119	NPC251036
Remote Similarity	0.6108	NPC313867
Remote Similarity	0.6108	NPC316008
Remote Similarity	0.6098	NPC89489
Remote Similarity	0.6098	NPC77992
Remote Similarity	0.6071	NPC144780
Remote Similarity	0.6071	NPC314358
Remote Similarity	0.6064	NPC4910
Remote Similarity	0.6064	NPC329731
Remote Similarity	0.6037	NPC471264
Remote Similarity	0.6037	NPC127741
Remote Similarity	0.6037	NPC471265
Remote Similarity	0.6024	NPC269398
Remote Similarity	0.6024	NPC263493
Remote Similarity	0.6023	NPC475168
Remote Similarity	0.6023	NPC7817
Remote Similarity	0.6022	NPC161143
Remote Similarity	0.6012	NPC266741
Remote Similarity	0.6	NPC470884
Remote Similarity	0.6	NPC178662
Remote Similarity	0.6	NPC476133
Remote Similarity	0.6	NPC98424
Remote Similarity	0.6	NPC92784
Remote Similarity	0.5986	NPC120203
Remote Similarity	0.5976	NPC81026
Remote Similarity	0.5969	NPC477526
Remote Similarity	0.5962	NPC202521
Remote Similarity	0.5959	NPC184933
Remote Similarity	0.5959	NPC59827
Remote Similarity	0.5957	NPC96016
Remote Similarity	0.5948	NPC239357
Remote Similarity	0.5942	NPC166487
Remote Similarity	0.5941	NPC329761
Remote Similarity	0.5941	NPC225648
Remote Similarity	0.5941	NPC145113
Remote Similarity	0.5935	NPC475196
Remote Similarity	0.5929	NPC300455
Remote Similarity	0.592	NPC470902
Remote Similarity	0.5917	NPC209509
Remote Similarity	0.5897	NPC476990
Remote Similarity	0.5893	NPC161069
Remote Similarity	0.5886	NPC477163
Remote Similarity	0.5886	NPC6975
Remote Similarity	0.5879	NPC75498
Remote Similarity	0.5867	NPC477527
Remote Similarity	0.5843	NPC68865
Remote Similarity	0.5833	NPC472923
Remote Similarity	0.5833	NPC168113
Remote Similarity	0.5829	NPC39431
Remote Similarity	0.5824	NPC5620
Remote Similarity	0.5823	NPC252878
Remote Similarity	0.5817	NPC32356
Remote Similarity	0.5811	NPC475086
Remote Similarity	0.5802	NPC469666
Remote Similarity	0.5799	NPC139326
Remote Similarity	0.5799	NPC197682
Remote Similarity	0.5799	NPC176226
Remote Similarity	0.5796	NPC476183
Remote Similarity	0.5789	NPC273814
Remote Similarity	0.5786	NPC46427
Remote Similarity	0.5774	NPC239762
Remote Similarity	0.5774	NPC163392
Remote Similarity	0.5765	NPC476978
Remote Similarity	0.5759	NPC476281
Remote Similarity	0.5759	NPC476184
Remote Similarity	0.5756	NPC311658
Remote Similarity	0.5756	NPC138775
Remote Similarity	0.5747	NPC119481
Remote Similarity	0.5742	NPC14672
Remote Similarity	0.5742	NPC285926
Remote Similarity	0.5742	NPC470544
Remote Similarity	0.5742	NPC315276
Remote Similarity	0.574	NPC469427
Remote Similarity	0.574	NPC469426
Remote Similarity	0.5738	NPC24990
Remote Similarity	0.5732	NPC130309
Remote Similarity	0.573	NPC323336
Remote Similarity	0.573	NPC326349
Remote Similarity	0.5724	NPC475013
Remote Similarity	0.5723	NPC240848
Remote Similarity	0.5714	NPC162104
Remote Similarity	0.5714	NPC239660
Remote Similarity	0.5714	NPC106235
Remote Similarity	0.5705	NPC470545
Remote Similarity	0.5698	NPC262077
Remote Similarity	0.5697	NPC325479
Remote Similarity	0.5696	NPC302169
Remote Similarity	0.5696	NPC200964
Remote Similarity	0.5693	NPC257511
Remote Similarity	0.569	NPC473398
Remote Similarity	0.569	NPC129666
Remote Similarity	0.5687	NPC474082
Remote Similarity	0.5687	NPC175726
Remote Similarity	0.5687	NPC476278
Remote Similarity	0.5682	NPC473341
Remote Similarity	0.568	NPC476259
Remote Similarity	0.5673	NPC52748
Remote Similarity	0.5669	NPC470546
Remote Similarity	0.5669	NPC220698
Remote Similarity	0.5665	NPC319751
Remote Similarity	0.5652	NPC476241
Remote Similarity	0.5652	NPC186617
Remote Similarity	0.5652	NPC22746
Remote Similarity	0.5652	NPC476260
Remote Similarity	0.5649	NPC476048
Remote Similarity	0.5645	NPC248670
Remote Similarity	0.5644	NPC319766
Remote Similarity	0.564	NPC315266
Remote Similarity	0.5632	NPC189908
Remote Similarity	0.5632	NPC9373
Remote Similarity	0.5632	NPC471821
Remote Similarity	0.5632	NPC471820
Remote Similarity	0.5629	NPC248283
Remote Similarity	0.5622	NPC473693
Remote Similarity	0.5622	NPC475123
Remote Similarity	0.5622	NPC471568
Remote Similarity	0.5622	NPC475204
Remote Similarity	0.5621	NPC242159
Remote Similarity	0.5621	NPC313694
Remote Similarity	0.5617	NPC476125
Remote Similarity	0.5617	NPC476179
Remote Similarity	0.5613	NPC33742
Remote Similarity	0.561	NPC473322
Remote Similarity	0.561	NPC478005
Remote Similarity	0.5604	NPC471051
Remote Similarity	0.5604	NPC471053
Remote Similarity	0.5604	NPC471052
Remote Similarity	0.56	NPC2501
Remote Similarity	0.56	NPC471447

Drug Structure

NPD1979 OpenBabel08211701392D 28 30 0 0 1 0 0 0 0 0999 V2000 3.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2548 0.6577 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2561 0.7100 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5136 -0.3082 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9319 -0.4824 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 2.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8978 -0.2235 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 -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 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 -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 5.3301 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.3801 -2.1554 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 -3.6749 -0.8529 0.0000 S 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 -3.3461 -1.8966 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 8 1 0 0 0 0 2 3 1 0 0 0 0 2 4 2 0 0 0 0 3 10 2 0 0 0 0 4 25 1 0 0 0 0 5 10 1 0 0 0 0 5 11 1 0 0 0 0 6 9 1 0 0 0 0 6 24 1 0 0 0 0 7 9 1 0 0 0 0 7 26 1 0 0 0 0 8 19 2 0 0 0 0 8 24 1 0 0 0 0 9 13 2 0 0 0 0 10 25 1 0 0 0 0 11 17 2 3 0 0 0 11 20 1 0 0 0 0 12 14 1 0 0 0 0 12 15 1 0 0 0 0 12 17 1 6 0 0 0 13 16 1 0 0 0 0 13 18 1 0 0 0 0 14 18 1 0 0 0 0 14 21 2 0 0 0 0 15 18 1 0 0 0 0 15 26 1 6 0 0 0 16 22 2 0 0 0 0 16 23 1 0 0 0 0 20 27 1 0 0 0 0 23 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000155
DrugBank	DB00456
ChEMBL	CHEMBL617
IUPHAR/BPS	8798
PharmaGKB	PA448886
KEGG Drug
PubChem CID	6024
ChEBI	124991
CAS Number	153-61-7

Drug Properties

Molecular Weight	396.04
ALogP	0.0023
MLogP	2.12
XLogP	0.385
HDA	8
HBD	2
Rotatable Bonds	10
TPSA	170.04
RO5 Violation	0