NPASS drugs

Drug Information

Drug ID:	NPD2099
Drug Name:	Cefroxadine
Molecular Formula:	C16H19N3O5S
Canonical SMILES:	COC1=C(C(=O)O)N2[C@H](SC1)[C@@H](C2=O)N=C([C@@H](C1=CCC=CC1)N)O
Standard InCHI:	InChI=1S/C16H19N3O5S/c1-24-9-7-25-15-11(14(21)19(15)12(9)16(22)23)18-13(20)10(17)8-5-3-2-4-6-8/h2-3,6,10-11,15H,4-5,7,17H2,1H3,(H,18,20)(H,22,23)/t10-,11-,15-/m1/s1
Standard InCHIKey:	RDMOROXKXONCAL-UEKVPHQBSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD2099

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	60
0.1-0.2	1201
0.2-0.3	16719
0.3-0.4	11235
0.4-0.5	1507
0.5-0.6	153
0.6-0.7	12
0.7-0.8	3
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	0.7589	NPC144780
Intermediate Similarity	0.7541	NPC288109
Intermediate Similarity	0.7133	NPC13470
Remote Similarity	0.6667	NPC315388
Remote Similarity	0.6667	NPC59249
Remote Similarity	0.6441	NPC38172
Remote Similarity	0.6311	NPC473364
Remote Similarity	0.6259	NPC468984
Remote Similarity	0.6241	NPC470300
Remote Similarity	0.6204	NPC97580
Remote Similarity	0.6198	NPC117829
Remote Similarity	0.6084	NPC476158
Remote Similarity	0.6	NPC17581
Remote Similarity	0.6	NPC474985
Remote Similarity	0.6	NPC476155
Remote Similarity	0.5984	NPC313265
Remote Similarity	0.5896	NPC472536
Remote Similarity	0.5896	NPC103391
Remote Similarity	0.5839	NPC470788
Remote Similarity	0.5814	NPC205176
Remote Similarity	0.5806	NPC469739
Remote Similarity	0.5798	NPC202056
Remote Similarity	0.5789	NPC55732
Remote Similarity	0.5778	NPC474984
Remote Similarity	0.575	NPC473495
Remote Similarity	0.5748	NPC13175
Remote Similarity	0.5748	NPC475791
Remote Similarity	0.5739	NPC157173
Remote Similarity	0.5669	NPC132931
Remote Similarity	0.5669	NPC475758
Remote Similarity	0.566	NPC475342
Remote Similarity	0.5659	NPC471097
Remote Similarity	0.5659	NPC72401
Remote Similarity	0.5659	NPC325339
Remote Similarity	0.5659	NPC475149
Remote Similarity	0.5655	NPC41162
Remote Similarity	0.5639	NPC298484
Remote Similarity	0.5634	NPC36254
Remote Similarity	0.563	NPC474995

Drug Structure

NPD2099 OpenBabel08211701392D 29 31 0 0 1 0 0 0 0 0999 V2000 -4.4641 -0.0000 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 -2.7321 -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 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 -3.5981 0.5000 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 -0.1340 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 24 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 1 0 0 0 0 5 8 1 0 0 0 0 6 8 2 0 0 0 0 7 9 1 0 0 0 0 7 25 1 0 0 0 0 8 10 1 0 0 0 0 9 12 2 0 0 0 0 9 24 1 0 0 0 0 10 13 1 1 0 0 0 10 17 1 0 0 0 0 11 14 1 0 0 0 0 11 15 1 0 0 0 0 11 18 1 1 0 0 0 12 16 1 0 0 0 0 12 19 1 0 0 0 0 13 18 2 3 0 0 0 13 20 1 0 0 0 0 14 19 1 0 0 0 0 14 21 2 0 0 0 0 15 19 1 0 0 0 0 15 25 1 1 0 0 0 16 22 2 0 0 0 0 16 23 1 0 0 0 0 17 26 1 0 0 0 0 17 27 1 0 0 0 0 20 28 1 0 0 0 0 23 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB11367
ChEMBL	CHEMBL3186538
IUPHAR/BPS
PharmaGKB
KEGG Drug	D01528
PubChem CID
ChEBI	31379
CAS Number	51762-05-1

Drug Properties

Molecular Weight	365.10
ALogP	-0.6399
MLogP	2.23
XLogP	-2.655
HDA	8
HBD	3
Rotatable Bonds	9
TPSA	150.75
RO5 Violation	0