NPASS drugs

Drug Information

Drug ID:	NPD8367
Drug Name:	Rifampicin
Molecular Formula:	C43H58N4O12
Canonical SMILES:	CO[C@H]1/C=C/O[C@@]2(C)Oc3c(C2=O)c2c(O)c(/C=N/N4CCN(CC4)C)c(c(c2c(c3C)O)O)N=C(/C(=CC=C[C@@H]([C@@H]([C@H]([C@H]([C@H]([C@@H]([C@@H]1C)OC(=O)C)C)O)C)O)C)/C)O
Standard InCHI:	InChI=1S/C43H58N4O12/c1-21-12-11-13-22(2)42(55)45-33-28(20-44-47-17-15-46(9)16-18-47)37(52)30-31(38(33)53)36(51)26(6)40-32(30)41(54)43(8,59-40)57-19-14-29(56-10)23(3)39(58-27(7)48)25(5)35(50)24(4)34(21)49/h11-14,19-21,23-25,29,34-35,39,49-53H,15-18H2,1-10H3,(H,45,55)/b12-11+,19-14+,22-13-,44-20+/t21-,23+,24+,25+,29-,34-,35+,39+,43-/m0/s1
Standard InCHIKey:	JQXXHWHPUNPDRT-WLSIYKJHSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD8367

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	310
0.1-0.2	1407
0.2-0.3	4033
0.3-0.4	8289
0.4-0.5	6053
0.5-0.6	8363
0.6-0.7	2417
0.7-0.8	16
0.8-0.85	0
0.85-0.9	1
0.9-0.95	0
0.95-1	1

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
High Similarity	1.0	NPC317567
High Similarity	0.8884	NPC227033
Intermediate Similarity	0.7573	NPC314987
Intermediate Similarity	0.7325	NPC313453
Intermediate Similarity	0.7314	NPC285254
Intermediate Similarity	0.7213	NPC13249
Intermediate Similarity	0.7179	NPC212123
Intermediate Similarity	0.7173	NPC305542
Intermediate Similarity	0.7143	NPC30749
Intermediate Similarity	0.7119	NPC251071
Intermediate Similarity	0.7106	NPC198160
Intermediate Similarity	0.7089	NPC474366
Intermediate Similarity	0.7078	NPC7560
Intermediate Similarity	0.7071	NPC217903
Intermediate Similarity	0.7042	NPC176113
Intermediate Similarity	0.7029	NPC116178
Intermediate Similarity	0.7021	NPC133156
Intermediate Similarity	0.7	NPC321166
Remote Similarity	0.6971	NPC148391
Remote Similarity	0.6939	NPC76478
Remote Similarity	0.6929	NPC315253
Remote Similarity	0.6917	NPC218303
Remote Similarity	0.6914	NPC477828
Remote Similarity	0.6898	NPC118154
Remote Similarity	0.6898	NPC157983
Remote Similarity	0.6872	NPC240684
Remote Similarity	0.687	NPC118189
Remote Similarity	0.687	NPC70340
Remote Similarity	0.6865	NPC185031
Remote Similarity	0.6853	NPC211215
Remote Similarity	0.6849	NPC475768
Remote Similarity	0.6833	NPC46990
Remote Similarity	0.6831	NPC2905
Remote Similarity	0.6831	NPC290227
Remote Similarity	0.6818	NPC477827
Remote Similarity	0.6818	NPC477826
Remote Similarity	0.6816	NPC134702
Remote Similarity	0.6816	NPC284236
Remote Similarity	0.6816	NPC316368
Remote Similarity	0.6815	NPC252156
Remote Similarity	0.6803	NPC478048
Remote Similarity	0.6802	NPC329830
Remote Similarity	0.679	NPC114468
Remote Similarity	0.6778	NPC314946
Remote Similarity	0.6778	NPC80472
Remote Similarity	0.6776	NPC321226
Remote Similarity	0.6776	NPC478047
Remote Similarity	0.6776	NPC328856
Remote Similarity	0.6776	NPC180210
Remote Similarity	0.6776	NPC478046
Remote Similarity	0.6776	NPC314914
Remote Similarity	0.6773	NPC315914
Remote Similarity	0.6766	NPC83019
Remote Similarity	0.6761	NPC170101
Remote Similarity	0.6752	NPC170333
Remote Similarity	0.6748	NPC87560
Remote Similarity	0.6748	NPC195120
Remote Similarity	0.6748	NPC182853
Remote Similarity	0.6732	NPC476258
Remote Similarity	0.6732	NPC316292
Remote Similarity	0.6732	NPC304837
Remote Similarity	0.6726	NPC477571
Remote Similarity	0.6726	NPC477573
Remote Similarity	0.6726	NPC477572
Remote Similarity	0.6723	NPC15987
Remote Similarity	0.6723	NPC204580
Remote Similarity	0.6722	NPC315889
Remote Similarity	0.6721	NPC268223
Remote Similarity	0.671	NPC475656
Remote Similarity	0.671	NPC475148
Remote Similarity	0.6705	NPC477396
Remote Similarity	0.6694	NPC477825
Remote Similarity	0.6681	NPC316164
Remote Similarity	0.6681	NPC469437
Remote Similarity	0.668	NPC477395
Remote Similarity	0.6667	NPC100734
Remote Similarity	0.6667	NPC315634
Remote Similarity	0.6667	NPC42286
Remote Similarity	0.6667	NPC88923
Remote Similarity	0.6667	NPC309692
Remote Similarity	0.6667	NPC476311
Remote Similarity	0.6667	NPC314941
Remote Similarity	0.6667	NPC44040
Remote Similarity	0.6653	NPC124658
Remote Similarity	0.6653	NPC328700
Remote Similarity	0.6653	NPC227361
Remote Similarity	0.6653	NPC2173
Remote Similarity	0.6653	NPC119818
Remote Similarity	0.6653	NPC202771
Remote Similarity	0.6652	NPC476199
Remote Similarity	0.6652	NPC476210
Remote Similarity	0.6652	NPC132751
Remote Similarity	0.6638	NPC199533
Remote Similarity	0.6638	NPC470454
Remote Similarity	0.6637	NPC129578
Remote Similarity	0.663	NPC101312
Remote Similarity	0.6629	NPC183537
Remote Similarity	0.6628	NPC477393
Remote Similarity	0.6626	NPC85661
Remote Similarity	0.6626	NPC171882
Remote Similarity	0.6626	NPC121510
Remote Similarity	0.6625	NPC159101
Remote Similarity	0.6624	NPC314020
Remote Similarity	0.6623	NPC84494
Remote Similarity	0.6623	NPC288854
Remote Similarity	0.6623	NPC245059
Remote Similarity	0.6617	NPC478045
Remote Similarity	0.6615	NPC113455
Remote Similarity	0.6612	NPC91234
Remote Similarity	0.661	NPC48474
Remote Similarity	0.6609	NPC312630
Remote Similarity	0.6609	NPC324220
Remote Similarity	0.6603	NPC120239
Remote Similarity	0.6601	NPC5674
Remote Similarity	0.6601	NPC471513
Remote Similarity	0.6598	NPC25961
Remote Similarity	0.6598	NPC313112
Remote Similarity	0.6598	NPC301292
Remote Similarity	0.6597	NPC316274
Remote Similarity	0.6597	NPC470193
Remote Similarity	0.6597	NPC470198
Remote Similarity	0.6597	NPC282474
Remote Similarity	0.6597	NPC470196
Remote Similarity	0.6597	NPC470194
Remote Similarity	0.6597	NPC314687
Remote Similarity	0.6597	NPC470195
Remote Similarity	0.6597	NPC470197
Remote Similarity	0.6597	NPC470200
Remote Similarity	0.6595	NPC470452
Remote Similarity	0.6595	NPC470453
Remote Similarity	0.6595	NPC470448
Remote Similarity	0.6595	NPC164047
Remote Similarity	0.6586	NPC256422
Remote Similarity	0.6584	NPC46679
Remote Similarity	0.6579	NPC221792
Remote Similarity	0.6576	NPC160113
Remote Similarity	0.6576	NPC328287
Remote Similarity	0.6576	NPC476220
Remote Similarity	0.6575	NPC470847
Remote Similarity	0.6573	NPC475180
Remote Similarity	0.6571	NPC61731
Remote Similarity	0.6571	NPC186569
Remote Similarity	0.6571	NPC220241
Remote Similarity	0.6571	NPC295479
Remote Similarity	0.6569	NPC109403
Remote Similarity	0.6569	NPC261012
Remote Similarity	0.6569	NPC313274
Remote Similarity	0.6569	NPC314738
Remote Similarity	0.6568	NPC314672
Remote Similarity	0.6559	NPC316297
Remote Similarity	0.6559	NPC314817
Remote Similarity	0.6559	NPC66191
Remote Similarity	0.6555	NPC234933
Remote Similarity	0.6553	NPC114039
Remote Similarity	0.6553	NPC206109
Remote Similarity	0.6553	NPC174486
Remote Similarity	0.6552	NPC473607
Remote Similarity	0.6552	NPC473729
Remote Similarity	0.6549	NPC477397
Remote Similarity	0.6543	NPC314596
Remote Similarity	0.6542	NPC476662
Remote Similarity	0.6538	NPC106700
Remote Similarity	0.6537	NPC477816
Remote Similarity	0.6535	NPC117713
Remote Similarity	0.6535	NPC473202
Remote Similarity	0.6535	NPC292213
Remote Similarity	0.6535	NPC473095
Remote Similarity	0.6535	NPC473096
Remote Similarity	0.6532	NPC477674
Remote Similarity	0.6532	NPC234772
Remote Similarity	0.6525	NPC314702
Remote Similarity	0.6524	NPC208069
Remote Similarity	0.6524	NPC477860
Remote Similarity	0.6524	NPC475161
Remote Similarity	0.6524	NPC18306
Remote Similarity	0.6522	NPC476152
Remote Similarity	0.6522	NPC327005
Remote Similarity	0.652	NPC178851
Remote Similarity	0.6519	NPC191489
Remote Similarity	0.6518	NPC470358
Remote Similarity	0.6515	NPC286135
Remote Similarity	0.6513	NPC470199
Remote Similarity	0.6513	NPC314459
Remote Similarity	0.6511	NPC241847
Remote Similarity	0.6509	NPC477683
Remote Similarity	0.6509	NPC477682
Remote Similarity	0.6507	NPC298778
Remote Similarity	0.6504	NPC77878
Remote Similarity	0.65	NPC476661
Remote Similarity	0.6498	NPC29472
Remote Similarity	0.6498	NPC476429
Remote Similarity	0.6496	NPC475662
Remote Similarity	0.6496	NPC473717
Remote Similarity	0.6496	NPC293227
Remote Similarity	0.6496	NPC473631
Remote Similarity	0.6494	NPC474345
Remote Similarity	0.6494	NPC68381
Remote Similarity	0.6494	NPC162248
Remote Similarity	0.6494	NPC63105
Remote Similarity	0.6492	NPC473746

Drug Structure

NPD8367 OpenBabel08211713012D 65 69 0 0 1 0 0 0 0 0999 V2000 4.6825 -4.0824 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8841 -5.3715 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1692 0.2653 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2800 -2.6085 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0935 -1.0290 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1332 -0.8016 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7197 -1.7330 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6584 0.3876 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0756 -5.0728 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9320 1.5261 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0304 -4.1779 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4979 -3.8866 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5051 -4.3439 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5403 -0.0265 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3443 -5.1232 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1663 -3.5987 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4641 -4.6486 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2861 -3.1241 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9908 0.0125 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7037 -3.6994 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8783 -3.4881 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.9550 -4.3740 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5255 -0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.2889 -2.4751 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.1608 -1.3895 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.2672 -1.3016 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6233 -0.7376 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1765 -3.2249 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0628 -0.2010 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0867 -2.1639 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5944 -2.7938 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0132 -1.6180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4967 -3.6732 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1476 -3.0075 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.2934 -1.9242 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.2672 -2.2964 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0221 -2.7110 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3027 -3.5484 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8993 -0.9046 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.5944 -0.8042 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9404 -1.3167 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4148 -4.2664 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9485 -0.3168 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.5548 -3.1745 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.9182 -4.0277 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.1954 -4.5982 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.4350 -3.6491 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.4371 -0.1565 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.0743 -3.3832 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.2865 -1.8070 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.1332 -2.7964 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.9927 -2.9518 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.9302 -4.3271 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7445 -1.9111 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0980 -5.2149 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4960 0.7003 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4489 -0.0863 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.7131 -0.3235 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.2123 -4.3736 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.8846 -2.6084 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.9992 -2.2964 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6865 -2.2317 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.9183 -4.1729 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.1182 -5.4148 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 22 1 0 0 0 0 6 26 1 0 0 0 0 7 27 1 0 0 0 0 9 46 1 0 0 0 0 10 56 1 0 0 0 0 11 12 2 0 0 0 0 11 13 1 0 0 0 0 12 21 1 0 0 0 0 13 22 2 0 0 0 0 14 19 2 0 0 0 0 14 29 1 0 0 0 0 15 17 1 0 0 0 0 15 46 1 0 0 0 0 16 18 1 0 0 0 0 16 46 1 0 0 0 0 17 47 1 0 0 0 0 18 47 1 0 0 0 0 19 57 1 0 0 0 0 20 28 1 0 0 0 0 20 44 2 0 0 0 0 21 1 1 1 0 0 0 21 34 1 0 0 0 0 22 42 1 0 0 0 0 23 3 1 1 0 0 0 23 29 1 0 0 0 0 23 39 1 0 0 0 0 24 4 1 6 0 0 0 24 34 1 0 0 0 0 24 35 1 0 0 0 0 25 5 1 6 0 0 0 25 35 1 0 0 0 0 25 39 1 0 0 0 0 26 36 2 0 0 0 0 26 40 1 0 0 0 0 27 48 2 0 0 0 0 27 58 1 0 0 0 0 28 33 1 0 0 0 0 28 37 2 0 0 0 0 29 56 1 6 0 0 0 30 31 2 0 0 0 0 30 32 1 0 0 0 0 30 37 1 0 0 0 0 31 36 1 0 0 0 0 31 38 1 0 0 0 0 32 40 2 0 0 0 0 32 41 1 0 0 0 0 33 38 2 0 0 0 0 33 45 1 0 0 0 0 34 49 1 1 0 0 0 35 50 1 6 0 0 0 36 51 1 0 0 0 0 37 52 1 0 0 0 0 38 53 1 0 0 0 0 39 58 1 1 0 0 0 40 59 1 0 0 0 0 41 43 1 0 0 0 0 41 54 2 0 0 0 0 42 45 2 3 0 0 0 42 55 1 0 0 0 0 43 8 1 1 0 0 0 43 57 1 0 0 0 0 43 59 1 0 0 0 0 44 47 1 0 0 0 0 49 60 1 0 0 0 0 50 61 1 0 0 0 0 51 62 1 0 0 0 0 52 63 1 0 0 0 0 53 64 1 0 0 0 0 55 65 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000965
DrugBank	DB01045
ChEMBL	CHEMBL374478
IUPHAR/BPS	2765
PharmaGKB	PA451250
KEGG Drug	D00211
PubChem CID
ChEBI	71365
CAS Number	13292-46-1

Drug Properties

Molecular Weight	822.41
ALogP	-0.5731
MLogP	4.43
XLogP	2.122
HDA	12
HBD	6
Rotatable Bonds	21
TPSA	223.64
RO5 Violation	2