NPASS drugs

Drug Information

Drug ID:	NPD22
Drug Name:	Penicillin V Benzathine
Molecular Formula:	2C16H18N2O5S.C16H20N2
Canonical SMILES:	N(Cc1ccccc1)CCNCc1ccccc1.OC(=N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)O)(C)C)COc1ccccc1.OC(=N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)O)(C)C)COc1ccccc1
Standard InCHI:	"InChI=1S/2C16H18N2O5S.C16H20N2/c21-16(2)12(15(21)22)18-13(20)11(14(18)24-16)17-10(19)8-23-9-6-4-3-5-7-9;1-3-7-15(8-4-1)13-17-11-12-18-14-16-9-5-2-6-10-16/h23-7,11-12,14H,8H2,1-2H3,(H,17,19)(H,21,22);1-10,17-18H,11-14H2/t2*11-,12+,14-;/m11./s1"
Standard InCHIKey:	BBTOYUUSUQNIIY-ANPZCEIESA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD22

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	104012
0.1-0.2	106254
0.2-0.3	1452
0.3-0.4	11
0.4-0.5	8
0.5-0.6	3
0.6-0.7	0
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	0.5395	NPC330588
Remote Similarity	0.5385	NPC468984
Remote Similarity	0.5325	NPC90478

Drug Structure

NPD22 OpenBabel08201723032D 72 77 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 8.9706 -6.9228 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0047 -7.1816 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2294 -5.9568 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2976 -6.4745 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 5.8834 -5.0603 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 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 6.8493 -4.8014 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 16.9804 -4.6225 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 16.9804 -3.6225 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.5743 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.5402 -0.7588 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.8672 -1.2071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.7990 -1.7247 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.1260 -2.1730 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.6436 -4.1049 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.0919 -2.4319 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.9025 -5.0708 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.5755 -4.6225 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 15.5265 -3.3135 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 13.5755 -3.6225 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.5755 -4.6225 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 15.8356 -2.3624 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 16.1143 -4.1225 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.8684 -5.3296 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 14.5755 -3.6225 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 11.1953 -5.7779 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.8684 -2.9154 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 16.8137 -2.1545 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 15.1664 -1.6193 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.3507 -3.3978 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 15.5265 -4.9315 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 11.0954 -12.2779 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 17.1576 -11.7779 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.2294 -11.7779 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.9615 -11.7779 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 16.2916 -12.2779 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 17.1576 -10.7779 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.2294 -10.7779 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.9615 -10.7779 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.4256 -11.7779 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 16.2916 -10.2779 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.8275 -9.2779 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.6935 -8.7779 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.0954 -9.2779 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.5595 -10.2779 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.0954 -10.2779 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.4256 -10.7779 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.9615 -8.7779 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 14.5595 -9.2779 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 10.2294 -5.5191 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 14.1883 -1.8272 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 11.9615 -7.7779 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 15.4256 -8.7779 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 10 1 0 0 0 0 8 23 1 0 0 0 0 9 23 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 24 1 6 0 0 0 15 21 2 0 0 0 0 15 22 1 0 0 0 0 16 24 1 0 0 0 0 19 67 1 0 0 0 0 22 68 1 0 0 0 0 25 40 1 0 0 0 0 26 40 1 0 0 0 0 27 28 2 0 0 0 0 27 29 1 0 0 0 0 28 30 1 0 0 0 0 29 31 2 0 0 0 0 30 33 2 0 0 0 0 31 33 1 0 0 0 0 32 34 1 0 0 0 0 32 47 1 0 0 0 0 33 47 1 0 0 0 0 34 41 2 3 0 0 0 34 43 1 0 0 0 0 35 37 1 0 0 0 0 35 38 1 0 0 0 0 35 41 1 6 0 0 0 36 39 1 1 0 0 0 36 40 1 0 0 0 0 36 42 1 0 0 0 0 37 42 1 0 0 0 0 37 44 2 0 0 0 0 38 42 1 0 0 0 0 38 48 1 6 0 0 0 39 45 2 0 0 0 0 39 46 1 0 0 0 0 40 48 1 0 0 0 0 43 69 1 0 0 0 0 46 70 1 0 0 0 0 49 51 2 0 0 0 0 49 52 1 0 0 0 0 50 53 2 0 0 0 0 50 54 1 0 0 0 0 51 55 1 0 0 0 0 52 56 2 0 0 0 0 53 57 1 0 0 0 0 54 58 2 0 0 0 0 55 63 2 0 0 0 0 56 63 1 0 0 0 0 57 64 2 0 0 0 0 58 64 1 0 0 0 0 59 60 1 0 0 0 0 59 65 1 0 0 0 0 60 66 1 0 0 0 0 61 63 1 0 0 0 0 61 65 1 0 0 0 0 62 64 1 0 0 0 0 62 66 1 0 0 0 0 65 71 1 0 0 0 0 66 72 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	350.09
ALogP	-0.3094
MLogP	2.34
XLogP	1.739
HDA	6
HBD	2
Rotatable Bonds	9
TPSA	124.73
RO5 Violation	0