NPASS drugs

Drug Information

Drug ID:	NPD5613
Drug Name:	Piperacillin Sodium
Molecular Formula:	C23H27N5O7S.Na
Canonical SMILES:	CCN1CCN(C(=O)C1=O)C(=N[C@@H](C(=N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)O)(C)C)[O-])c1ccccc1)O.[Na+]
Standard InCHI:	"InChI=1S/C23H27N5O7S.Na/c1-4-26-10-11-27(19(32)18(26)31)22(35)25-13(12-8-6-5-7-9-12)16(29)24-14-17(30)28-15(21(33)34)23(2,3)36-20(14)28;/h5-9,13-15,20H,4,10-11H2,1-3H3,(H,24,29)(H,25,35)(H,33,34);/q;+1/p-1/t13-,14-,15+,20-;/m1./s1"
Standard InCHIKey:	WCMIIGXFCMNQDS-IDYPWDAWSA-M
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5613

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	68037
0.1-0.2	140028
0.2-0.3	3652
0.3-0.4	10
0.4-0.5	7
0.5-0.6	5
0.6-0.7	0
0.7-0.8	1
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
Intermediate Similarity	0.7333	NPC487965
Remote Similarity	0.5541	NPC485035
Remote Similarity	0.5541	NPC469134
Remote Similarity	0.5333	NPC330588
Remote Similarity	0.5263	NPC90478
Remote Similarity	0.5128	NPC468984

Drug Structure

NPD5613 OpenBabel08211708292D 39 41 0 0 1 0 0 0 0 0999 V2000 6.4157 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7345 -6.4850 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7345 -5.4850 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6745 -1.4659 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -5.1909 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7588 -6.1569 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2071 -4.4838 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7247 -6.4157 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1730 -4.7426 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2262 -3.1390 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5191 -3.8461 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4319 -5.7086 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3978 -5.9674 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.3296 -6.4850 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 7.2807 -5.1760 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.6566 -6.9333 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3296 -5.4850 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0015 -1.9142 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2944 -2.6213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3296 -6.4850 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 7.5897 -4.2250 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8461 -4.2944 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8685 -5.9850 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6225 -7.1921 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.1049 -5.2603 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.9674 -2.1730 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.5532 -3.5872 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.3296 -5.4850 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.9495 -7.6404 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 4.6225 -4.7779 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.7426 -0.9483 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.3284 -2.3625 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.5679 -4.0170 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9206 -3.4818 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.8801 -4.0355 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.2807 -6.7940 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1.8575 -3.7013 0.0000 Na 0 3 0 0 0 15 0 0 0 0 0 0 7.2296 -2.5307 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.6213 -3.0696 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 23 1 0 0 0 0 3 23 1 0 0 0 0 4 26 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 6 8 1 0 0 0 0 7 9 2 0 0 0 0 8 12 2 0 0 0 0 9 12 1 0 0 0 0 10 11 1 0 0 0 0 10 26 1 0 0 0 0 11 27 1 0 0 0 0 12 13 1 0 0 0 0 13 16 1 1 0 0 0 13 25 1 0 0 0 0 14 17 1 0 0 0 0 14 20 1 0 0 0 0 14 24 1 6 0 0 0 15 21 1 1 0 0 0 15 23 1 0 0 0 0 15 28 1 0 0 0 0 16 24 2 3 0 0 0 16 29 1 0 0 0 0 17 28 1 0 0 0 0 17 30 2 0 0 0 0 18 19 1 0 0 0 0 18 26 1 0 0 0 0 18 31 2 0 0 0 0 19 27 1 0 0 0 0 19 32 2 0 0 0 0 20 28 1 0 0 0 0 20 36 1 6 0 0 0 21 33 2 0 0 0 0 21 34 1 0 0 0 0 22 25 2 3 0 0 0 22 27 1 0 0 0 0 22 35 1 0 0 0 0 23 36 1 0 0 0 0 34 38 1 0 0 0 0 35 39 1 0 0 0 0 M CHG 2 29 -1 37 1 M END $$$$

External Identifiers

TTD
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	0
ChEBI
CAS Number

Drug Properties

Molecular Weight	516.16
ALogP	-1.2453
MLogP	2.56
XLogP	1.695
HDA	12
HBD	2
Rotatable Bonds	13
TPSA	191.54
RO5 Violation	1