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 level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	111
0.1-0.2	1061
0.2-0.3	7348
0.3-0.4	6548
0.4-0.5	11694
0.5-0.6	3863
0.6-0.7	248
0.7-0.8	17
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
Intermediate Similarity	0.7458	NPC4910
Intermediate Similarity	0.736	NPC329731
Intermediate Similarity	0.7353	NPC186617
Intermediate Similarity	0.731	NPC473693
Intermediate Similarity	0.731	NPC471568
Intermediate Similarity	0.7278	NPC472923
Intermediate Similarity	0.7222	NPC189908
Intermediate Similarity	0.7213	NPC59827
Intermediate Similarity	0.7213	NPC184933
Intermediate Similarity	0.7143	NPC477526
Intermediate Similarity	0.7125	NPC468984
Intermediate Similarity	0.711	NPC196091
Intermediate Similarity	0.7097	NPC477527
Intermediate Similarity	0.7055	NPC128237
Intermediate Similarity	0.7055	NPC83790
Intermediate Similarity	0.7052	NPC315388
Intermediate Similarity	0.7035	NPC254700
Remote Similarity	0.6928	NPC324081
Remote Similarity	0.6899	NPC470392
Remote Similarity	0.6897	NPC473502
Remote Similarity	0.6872	NPC475421
Remote Similarity	0.6788	NPC81026
Remote Similarity	0.6761	NPC469505
Remote Similarity	0.6758	NPC167763
Remote Similarity	0.6758	NPC470903
Remote Similarity	0.6758	NPC470112
Remote Similarity	0.6728	NPC307682
Remote Similarity	0.6727	NPC266741
Remote Similarity	0.6704	NPC26108
Remote Similarity	0.6704	NPC164608
Remote Similarity	0.6686	NPC63931
Remote Similarity	0.6685	NPC299806
Remote Similarity	0.6685	NPC315542
Remote Similarity	0.6684	NPC473378
Remote Similarity	0.6684	NPC473407
Remote Similarity	0.6667	NPC13470
Remote Similarity	0.6648	NPC32064
Remote Similarity	0.6647	NPC287757
Remote Similarity	0.6647	NPC319320
Remote Similarity	0.6631	NPC174122
Remote Similarity	0.6631	NPC64140
Remote Similarity	0.6607	NPC9373
Remote Similarity	0.6592	NPC89831
Remote Similarity	0.659	NPC56635
Remote Similarity	0.6584	NPC274732
Remote Similarity	0.6584	NPC97870
Remote Similarity	0.6584	NPC307123
Remote Similarity	0.6584	NPC247018
Remote Similarity	0.6578	NPC234069
Remote Similarity	0.657	NPC476268
Remote Similarity	0.6566	NPC204546
Remote Similarity	0.6559	NPC276120
Remote Similarity	0.6558	NPC476183
Remote Similarity	0.6554	NPC469479
Remote Similarity	0.6519	NPC471165
Remote Similarity	0.6516	NPC476281
Remote Similarity	0.6516	NPC476184
Remote Similarity	0.6512	NPC39431
Remote Similarity	0.6505	NPC138083
Remote Similarity	0.6471	NPC283783
Remote Similarity	0.6471	NPC132771
Remote Similarity	0.6463	NPC127741
Remote Similarity	0.6453	NPC262166
Remote Similarity	0.645	NPC135121
Remote Similarity	0.6444	NPC475123
Remote Similarity	0.6444	NPC475204
Remote Similarity	0.6433	NPC476278
Remote Similarity	0.6429	NPC477217
Remote Similarity	0.6429	NPC473354
Remote Similarity	0.6429	NPC322878
Remote Similarity	0.6429	NPC201244
Remote Similarity	0.64	NPC14877
Remote Similarity	0.64	NPC323336
Remote Similarity	0.64	NPC326349
Remote Similarity	0.64	NPC475350
Remote Similarity	0.64	NPC145178
Remote Similarity	0.6392	NPC476241
Remote Similarity	0.6392	NPC476260
Remote Similarity	0.6374	NPC137627
Remote Similarity	0.6374	NPC273755
Remote Similarity	0.6374	NPC248670
Remote Similarity	0.6373	NPC149962
Remote Similarity	0.6368	NPC29531
Remote Similarity	0.6364	NPC138365
Remote Similarity	0.6364	NPC6570
Remote Similarity	0.6358	NPC195902
Remote Similarity	0.6353	NPC16188
Remote Similarity	0.6352	NPC476125
Remote Similarity	0.6352	NPC476179
Remote Similarity	0.635	NPC478005
Remote Similarity	0.6347	NPC476989
Remote Similarity	0.6344	NPC476321
Remote Similarity	0.634	NPC144314
Remote Similarity	0.6337	NPC473491
Remote Similarity	0.6325	NPC313694
Remote Similarity	0.6325	NPC242159
Remote Similarity	0.6319	NPC246079
Remote Similarity	0.6316	NPC105717
Remote Similarity	0.6312	NPC136112
Remote Similarity	0.6312	NPC141739
Remote Similarity	0.6312	NPC320242
Remote Similarity	0.631	NPC471526
Remote Similarity	0.631	NPC212850
Remote Similarity	0.631	NPC189724
Remote Similarity	0.631	NPC83289
Remote Similarity	0.6308	NPC50548
Remote Similarity	0.6305	NPC251036
Remote Similarity	0.6304	NPC50016
Remote Similarity	0.6303	NPC282477
Remote Similarity	0.6303	NPC284855
Remote Similarity	0.6303	NPC29650
Remote Similarity	0.6301	NPC233702
Remote Similarity	0.6296	NPC300315
Remote Similarity	0.629	NPC153554
Remote Similarity	0.628	NPC318862
Remote Similarity	0.6277	NPC471050
Remote Similarity	0.6277	NPC471048
Remote Similarity	0.6277	NPC471049
Remote Similarity	0.6276	NPC123859
Remote Similarity	0.6265	NPC68865
Remote Similarity	0.6264	NPC5194
Remote Similarity	0.6264	NPC40234
Remote Similarity	0.6264	NPC261934
Remote Similarity	0.6263	NPC94862
Remote Similarity	0.6257	NPC145113
Remote Similarity	0.625	NPC317362
Remote Similarity	0.625	NPC318930
Remote Similarity	0.625	NPC246303
Remote Similarity	0.625	NPC248822
Remote Similarity	0.625	NPC313918
Remote Similarity	0.625	NPC326407
Remote Similarity	0.625	NPC168113
Remote Similarity	0.625	NPC317725
Remote Similarity	0.6244	NPC242728
Remote Similarity	0.6243	NPC294516
Remote Similarity	0.6243	NPC209463
Remote Similarity	0.6243	NPC107938
Remote Similarity	0.6237	NPC45037
Remote Similarity	0.6235	NPC280736
Remote Similarity	0.6235	NPC471680
Remote Similarity	0.6225	NPC95977
Remote Similarity	0.6221	NPC313414
Remote Similarity	0.622	NPC45191
Remote Similarity	0.6215	NPC207675
Remote Similarity	0.6215	NPC212699
Remote Similarity	0.6213	NPC176226
Remote Similarity	0.6213	NPC197682
Remote Similarity	0.6209	NPC280022
Remote Similarity	0.6199	NPC262077
Remote Similarity	0.6193	NPC473580
Remote Similarity	0.6193	NPC244509
Remote Similarity	0.6188	NPC61004
Remote Similarity	0.6182	NPC471953
Remote Similarity	0.6175	NPC46009
Remote Similarity	0.6171	NPC202198
Remote Similarity	0.6171	NPC286551
Remote Similarity	0.6171	NPC56685
Remote Similarity	0.617	NPC477637
Remote Similarity	0.6168	NPC471265
Remote Similarity	0.6168	NPC471264
Remote Similarity	0.6163	NPC247298
Remote Similarity	0.6163	NPC161155
Remote Similarity	0.6163	NPC136951
Remote Similarity	0.6163	NPC97004
Remote Similarity	0.6162	NPC476227
Remote Similarity	0.6154	NPC263493
Remote Similarity	0.6154	NPC471563
Remote Similarity	0.6154	NPC269398
Remote Similarity	0.6141	NPC230611
Remote Similarity	0.6131	NPC178662
Remote Similarity	0.6131	NPC92784
Remote Similarity	0.6131	NPC98424
Remote Similarity	0.6131	NPC470884
Remote Similarity	0.6131	NPC89489
Remote Similarity	0.6131	NPC476133
Remote Similarity	0.6127	NPC97282
Remote Similarity	0.6121	NPC70485
Remote Similarity	0.6119	NPC257511
Remote Similarity	0.6117	NPC326027
Remote Similarity	0.6114	NPC162104
Remote Similarity	0.6111	NPC124776
Remote Similarity	0.6108	NPC473463
Remote Similarity	0.6108	NPC306804
Remote Similarity	0.6107	NPC17537
Remote Similarity	0.6105	NPC294951
Remote Similarity	0.6102	NPC123011
Remote Similarity	0.6102	NPC256689
Remote Similarity	0.6101	NPC83279
Remote Similarity	0.61	NPC311357
Remote Similarity	0.6098	NPC283079
Remote Similarity	0.6098	NPC326333
Remote Similarity	0.6096	NPC132725
Remote Similarity	0.6095	NPC28641
Remote Similarity	0.6095	NPC321285
Remote Similarity	0.6095	NPC194359
Remote Similarity	0.6092	NPC245974
Remote Similarity	0.6089	NPC244336
Remote Similarity	0.6082	NPC52748
Remote Similarity	0.6082	NPC314388
Remote Similarity	0.6082	NPC315283

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
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