NPASS drugs

Drug Information

Drug ID:	NPD2045
Drug Name:	Benethamine Penicillin
Molecular Formula:	C16H18N2O4S.C15H17N
Canonical SMILES:	c1ccc(cc1)CNCCc1ccccc1.OC(=N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)O)(C)C)Cc1ccccc1
Standard InCHI:	"InChI=1S/C16H18N2O4S.C15H17N/c1-16(2)12(15(21)22)18-13(20)11(14(18)23-16)17-10(19)8-9-6-4-3-5-7-9;1-3-7-14(8-4-1)11-12-16-13-15-9-5-2-6-10-15/h3-7,11-12,14H,8H2,1-2H3,(H,17,19)(H,21,22);1-10,16H,11-13H2/t11-,12+,14-;/m1./s1"
Standard InCHIKey:	JAQPGQYDZJZOIN-LQDWTQKMSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2045

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	120824
0.1-0.2	88544
0.2-0.3	2347
0.3-0.4	12
0.4-0.5	8
0.5-0.6	4
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	0.7576	NPC90478
Remote Similarity	0.5541	NPC330588
Remote Similarity	0.5526	NPC468984
Remote Similarity	0.5333	NPC485035
Remote Similarity	0.5333	NPC469134

Drug Structure

NPD2045 OpenBabel08211701392D 42 45 0 0 1 0 0 0 0 0999 V2000 3.5032 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5032 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7811 -4.2838 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5223 -5.2497 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0740 -3.5767 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5564 -5.5085 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1081 -3.8355 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8834 -5.0603 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8493 -4.8014 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1763 -4.3532 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5032 -3.9049 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.1942 -1.9538 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5032 -3.9049 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5032 -2.9049 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.2431 -1.6448 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0032 -1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2103 -4.6120 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5032 -2.9049 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.4351 -3.3872 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7961 -4.6120 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0352 -0.6666 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -2.3139 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.8122 -1.9538 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 10.6472 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.9773 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.7811 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.5132 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.1113 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.9773 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.7811 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.5132 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.2452 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.1113 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.6472 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.5132 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.3792 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.6472 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.2452 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.3792 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.4010 -3.1284 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.7079 -3.2921 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 13.2452 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 16 1 0 0 0 0 2 16 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 9 2 0 0 0 0 7 9 1 0 0 0 0 8 9 1 0 0 0 0 8 10 1 0 0 0 0 10 17 2 3 0 0 0 10 19 1 0 0 0 0 11 13 1 0 0 0 0 11 14 1 0 0 0 0 11 17 1 6 0 0 0 12 15 1 1 0 0 0 12 16 1 0 0 0 0 12 18 1 0 0 0 0 13 18 1 0 0 0 0 13 20 2 0 0 0 0 14 18 1 0 0 0 0 14 23 1 6 0 0 0 15 21 2 0 0 0 0 15 22 1 0 0 0 0 16 23 1 0 0 0 0 19 40 1 0 0 0 0 22 41 1 0 0 0 0 24 26 2 0 0 0 0 24 27 1 0 0 0 0 25 28 2 0 0 0 0 25 29 1 0 0 0 0 26 30 1 0 0 0 0 27 31 2 0 0 0 0 28 32 1 0 0 0 0 29 33 2 0 0 0 0 30 37 2 0 0 0 0 31 37 1 0 0 0 0 32 38 2 0 0 0 0 33 38 1 0 0 0 0 34 35 1 0 0 0 0 34 37 1 0 0 0 0 35 39 1 0 0 0 0 36 38 1 0 0 0 0 36 39 1 0 0 0 0 39 42 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	334.1
ALogP	0.0813
MLogP	2.45
XLogP	2.874
HDA	6
HBD	2
Rotatable Bonds	8
TPSA	115.5
RO5 Violation	0