NPASS drugs

Drug Information

Drug ID:	NPD2055
Drug Name:	Temocillin
Molecular Formula:	C16H18N2O7S2
Canonical SMILES:	CO[C@@]1(N=C(C(c2cscc2)C(=O)O)O)C(=O)N2[C@@H]1SC([C@@H]2C(=O)O)(C)C
Standard InCHI:	"InChI=1S/C16H18N2O7S2/c1-15(2)9(12(22)23)18-13(24)16(25-3,14(18)27-15)17-10(19)8(11(20)21)7-4-5-26-6-7/h4-6,8-9,14H,1-3H3,(H,17,19)(H,20,21)(H,22,23)/t8?,9-,14+,16-/m0/s1"
Standard InCHIKey:	BVCKFLJARNKCSS-DWPRYXJFSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2055

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	89549
0.1-0.2	120152
0.2-0.3	2014
0.3-0.4	21
0.4-0.5	1
0.5-0.6	1
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	1

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
High Similarity	1.0	NPC487967
Remote Similarity	0.6567	NPC487966
Remote Similarity	0.5775	NPC611688

Drug Structure

NPD2055 OpenBabel08211701392D 30 32 0 0 1 0 0 0 0 0999 V2000 1.0000 3.4049 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.4049 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2247 -1.2247 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8314 -1.1348 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7790 -2.1335 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2685 -1.5536 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8978 -0.7765 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6390 0.1895 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.3090 1.9511 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6730 0.4483 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3461 0.8966 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2601 2.2601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 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 0.5000 2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.9659 -0.2588 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.4142 1.4142 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3120 0.6378 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.0872 1.8625 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0032 1.5909 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.4680 3.2382 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7071 -0.7071 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.2588 -0.9659 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.8131 -2.3923 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 1.9511 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -2.1213 2.1213 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.7944 2.5696 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4190 3.5472 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 15 1 0 0 0 0 2 15 1 0 0 0 0 3 25 1 0 0 0 0 4 5 2 0 0 0 0 4 7 1 0 0 0 0 5 26 1 0 0 0 0 6 7 2 0 0 0 0 6 26 1 0 0 0 0 7 8 1 0 0 0 0 8 10 1 0 0 0 0 8 11 1 0 0 0 0 9 12 1 6 0 0 0 9 15 1 0 0 0 0 9 18 1 0 0 0 0 10 17 2 3 0 0 0 10 19 1 0 0 0 0 11 20 2 0 0 0 0 11 21 1 0 0 0 0 12 22 2 0 0 0 0 12 23 1 0 0 0 0 13 16 1 0 0 0 0 13 18 1 0 0 0 0 13 24 2 0 0 0 0 14 16 1 1 0 0 0 14 18 1 0 0 0 0 14 27 1 0 0 0 0 15 27 1 0 0 0 0 16 17 1 1 0 0 0 16 25 1 0 0 0 0 19 28 1 0 0 0 0 21 29 1 0 0 0 0 23 30 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	414.06
ALogP	0.3779
MLogP	2.01
XLogP	0.342
HDA	9
HBD	3
Rotatable Bonds	12
TPSA	190.27
RO5 Violation	0