NPASS drugs

Drug Information

Drug ID:	NPD3988
Drug Name:	Azlocillin
Molecular Formula:	C20H23N5O6S
Canonical SMILES:	OC(=O)[C@@H]1N2C(=O)[C@H]([C@H]2SC1(C)C)N=C([C@@H](c1ccccc1)N=C(N1CCN=C1O)O)O
Standard InCHI:	"InChI=1S/C20H23N5O6S/c1-20(2)13(17(28)29)25-15(27)12(16(25)32-20)22-14(26)11(10-6-4-3-5-7-10)23-19(31)24-9-8-21-18(24)30/h3-7,11-13,16H,8-9H2,1-2H3,(H,21,30)(H,22,26)(H,23,31)(H,28,29)/t11-,12-,13+,16-/m1/s1"
Standard InCHIKey:	JTWOMNBEOCYFNV-NFFDBFGFSA-N
Max Developmental Stage:	Phase 4
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3988

Similarity is measured using the Tanimoto coefficient (Tc) , which compares the binary fingerprints of two molecules. Tc is calculated as the intersection divided by the union of '1' bits in the fingerprints, ranging from 0 to 1, with 1 indicating highest similarity.
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	102018
0.1-0.2	108518
0.2-0.3	1184
0.3-0.4	8
0.4-0.5	8
0.5-0.6	3
0.6-0.7	1
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity: Tc>=0.85; Intermediate Similarity: 0.7 <= Tc < 0.85; Remote Similarity: 0.5 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
Remote Similarity	0.6049	NPC487965
Remote Similarity	0.5541	NPC330588
Remote Similarity	0.5467	NPC90478
Remote Similarity	0.5325	NPC468984

Drug Structure

NPD3988 OpenBabel08211704332D 36 39 0 0 1 0 0 0 0 0999 V2000 -3.4049 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4049 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8296 0.2941 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 4.1225 1.0012 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 3.1566 0.7424 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6652 2.6323 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2112 1.7413 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 1.9319 -0.4824 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 -1.9511 0.3090 0.0000 C 0 0 1 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 -2.2601 1.2601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9329 2.8855 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4836 1.1907 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5388 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0419 3.3395 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 1.2247 0.2247 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.7765 1.8978 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 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 -1.5909 2.0032 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.2382 1.4680 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.8239 3.3395 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.4495 1.4495 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.9511 -1.3090 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 -3.9074 0.7248 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8762 4.3381 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.7083 2.4154 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 20 1 0 0 0 0 2 20 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 7 2 0 0 0 0 6 10 2 0 0 0 0 7 10 1 0 0 0 0 8 9 1 0 0 0 0 8 21 1 0 0 0 0 9 24 1 0 0 0 0 10 11 1 0 0 0 0 11 14 1 6 0 0 0 11 23 1 0 0 0 0 12 15 1 0 0 0 0 12 16 1 0 0 0 0 12 22 1 1 0 0 0 13 17 1 6 0 0 0 13 20 1 0 0 0 0 13 25 1 0 0 0 0 14 22 2 3 0 0 0 14 26 1 0 0 0 0 15 25 1 0 0 0 0 15 27 2 0 0 0 0 16 25 1 0 0 0 0 16 32 1 1 0 0 0 17 28 2 0 0 0 0 17 29 1 0 0 0 0 18 21 2 0 0 0 0 18 24 1 0 0 0 0 18 30 1 0 0 0 0 19 23 2 3 0 0 0 19 24 1 0 0 0 0 19 31 1 0 0 0 0 20 32 1 0 0 0 0 26 33 1 0 0 0 0 29 34 1 0 0 0 0 30 35 1 0 0 0 0 31 36 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001169
DrugBank	DB01061
ChEMBL	CHEMBL1537
IUPHAR/BPS
PharmaGKB	PA164749135
KEGG Drug	D02339
PubChem CID	6479523
ChEBI	2956
CAS Number	37091-66-0

Drug Properties

Molecular Weight	461.14
ALogP	0.0507
MLogP	2.34
XLogP	2.809
HDA	11
HBD	4
Rotatable Bonds	12
TPSA	183.92
RO5 Violation	1