NPASS drugs

Drug Information

Drug ID:	NPD8492
Drug Name:	Rifapentine
Molecular Formula:	C47H64N4O12
Canonical SMILES:	CO[C@H]1/C=C/O[C@@]2(C)Oc3c(C2=O)c2c(O)c(/C=N/N4CCN(CC4)C4CCCC4)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/C47H64N4O12/c1-24-13-12-14-25(2)46(59)49-37-32(23-48-51-20-18-50(19-21-51)31-15-10-11-16-31)41(56)34-35(42(37)57)40(55)29(6)44-36(34)45(58)47(8,63-44)61-22-17-33(60-9)26(3)43(62-30(7)52)28(5)39(54)27(4)38(24)53/h12-14,17,22-24,26-28,31,33,38-39,43,53-57H,10-11,15-16,18-21H2,1-9H3,(H,49,59)/b13-12+,22-17+,25-14-,48-23+/t24-,26+,27+,28+,33-,38-,39+,43+,47-/m0/s1
Standard InCHIKey:	WDZCUPBHRAEYDL-GZAUEHORSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD8492

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	318
0.1-0.2	1444
0.2-0.3	4051
0.3-0.4	8387
0.4-0.5	6232
0.5-0.6	8778
0.6-0.7	1666
0.7-0.8	12
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	0.9821	NPC317567
High Similarity	0.8728	NPC227033
Intermediate Similarity	0.7593	NPC314987
Intermediate Similarity	0.7265	NPC285254
Intermediate Similarity	0.7198	NPC313453
Intermediate Similarity	0.7166	NPC13249
Intermediate Similarity	0.7143	NPC251071
Intermediate Similarity	0.7131	NPC212123
Intermediate Similarity	0.7125	NPC305542
Intermediate Similarity	0.7095	NPC30749
Intermediate Similarity	0.7059	NPC198160
Intermediate Similarity	0.7042	NPC474366
Intermediate Similarity	0.7033	NPC7560
Intermediate Similarity	0.7025	NPC217903
Remote Similarity	0.6996	NPC176113
Remote Similarity	0.6983	NPC116178
Remote Similarity	0.6975	NPC133156
Remote Similarity	0.6955	NPC315253
Remote Similarity	0.6955	NPC321166
Remote Similarity	0.6926	NPC148391
Remote Similarity	0.6895	NPC76478
Remote Similarity	0.689	NPC185031
Remote Similarity	0.6877	NPC211215
Remote Similarity	0.6875	NPC80472
Remote Similarity	0.6872	NPC218303
Remote Similarity	0.686	NPC46990
Remote Similarity	0.6855	NPC118154
Remote Similarity	0.6855	NPC157983
Remote Similarity	0.6842	NPC316368
Remote Similarity	0.6842	NPC284236
Remote Similarity	0.684	NPC252156
Remote Similarity	0.6827	NPC118189
Remote Similarity	0.6822	NPC304837
Remote Similarity	0.6822	NPC476258
Remote Similarity	0.6805	NPC314946
Remote Similarity	0.6805	NPC475768
Remote Similarity	0.6802	NPC477828
Remote Similarity	0.6802	NPC321226
Remote Similarity	0.6802	NPC328856
Remote Similarity	0.6802	NPC180210
Remote Similarity	0.6802	NPC478047
Remote Similarity	0.6802	NPC478046
Remote Similarity	0.6802	NPC314914
Remote Similarity	0.6794	NPC477396
Remote Similarity	0.6789	NPC2905
Remote Similarity	0.6787	NPC170101
Remote Similarity	0.6774	NPC134702
Remote Similarity	0.6769	NPC477395
Remote Similarity	0.6761	NPC240684
Remote Similarity	0.6761	NPC478048
Remote Similarity	0.676	NPC329830
Remote Similarity	0.6752	NPC70340
Remote Similarity	0.675	NPC328700
Remote Similarity	0.675	NPC119818
Remote Similarity	0.675	NPC2173
Remote Similarity	0.675	NPC202771
Remote Similarity	0.6749	NPC315889
Remote Similarity	0.6748	NPC114468
Remote Similarity	0.6732	NPC315914
Remote Similarity	0.6723	NPC83019
Remote Similarity	0.6721	NPC290227
Remote Similarity	0.6718	NPC477393
Remote Similarity	0.6709	NPC170333
Remote Similarity	0.6708	NPC316164
Remote Similarity	0.6707	NPC477827
Remote Similarity	0.6707	NPC87560
Remote Similarity	0.6707	NPC195120
Remote Similarity	0.6707	NPC477826
Remote Similarity	0.6707	NPC182853
Remote Similarity	0.6705	NPC113455
Remote Similarity	0.6695	NPC42286
Remote Similarity	0.6694	NPC314941
Remote Similarity	0.6693	NPC44040
Remote Similarity	0.6693	NPC316292
Remote Similarity	0.6693	NPC471513
Remote Similarity	0.6692	NPC120239
Remote Similarity	0.6691	NPC315634
Remote Similarity	0.6691	NPC100734
Remote Similarity	0.6691	NPC88923
Remote Similarity	0.6681	NPC477573
Remote Similarity	0.6681	NPC477572
Remote Similarity	0.6681	NPC204580
Remote Similarity	0.6681	NPC477571
Remote Similarity	0.668	NPC15987
Remote Similarity	0.668	NPC268223
Remote Similarity	0.6667	NPC475656
Remote Similarity	0.6667	NPC476220
Remote Similarity	0.6667	NPC160113
Remote Similarity	0.6667	NPC475148
Remote Similarity	0.6655	NPC101312
Remote Similarity	0.6654	NPC476429
Remote Similarity	0.6653	NPC66191
Remote Similarity	0.6653	NPC314817
Remote Similarity	0.6653	NPC316297
Remote Similarity	0.6641	NPC477397
Remote Similarity	0.6638	NPC469437
Remote Similarity	0.6627	NPC234772
Remote Similarity	0.6627	NPC5674
Remote Similarity	0.6623	NPC309692
Remote Similarity	0.6612	NPC286135
Remote Similarity	0.6602	NPC470847
Remote Similarity	0.66	NPC475180
Remote Similarity	0.6598	NPC313274
Remote Similarity	0.6594	NPC129578
Remote Similarity	0.6592	NPC183537
Remote Similarity	0.6585	NPC477825
Remote Similarity	0.6584	NPC159101
Remote Similarity	0.6583	NPC215098
Remote Similarity	0.6583	NPC124302
Remote Similarity	0.6583	NPC73020
Remote Similarity	0.6583	NPC14622
Remote Similarity	0.6583	NPC46744
Remote Similarity	0.6583	NPC70290
Remote Similarity	0.658	NPC478045
Remote Similarity	0.6571	NPC314596
Remote Similarity	0.6567	NPC312630
Remote Similarity	0.6567	NPC324220
Remote Similarity	0.6562	NPC473458
Remote Similarity	0.656	NPC470001
Remote Similarity	0.656	NPC470002
Remote Similarity	0.6559	NPC25961
Remote Similarity	0.6557	NPC301292
Remote Similarity	0.6557	NPC313112
Remote Similarity	0.6556	NPC314687
Remote Similarity	0.6552	NPC314702
Remote Similarity	0.6552	NPC476311
Remote Similarity	0.6552	NPC327005
Remote Similarity	0.6546	NPC124658
Remote Similarity	0.6546	NPC227361
Remote Similarity	0.6544	NPC191489
Remote Similarity	0.6538	NPC328287
Remote Similarity	0.6538	NPC476210
Remote Similarity	0.6538	NPC476199
Remote Similarity	0.6538	NPC132751
Remote Similarity	0.6537	NPC221792
Remote Similarity	0.6532	NPC295479
Remote Similarity	0.6532	NPC220241
Remote Similarity	0.6529	NPC314738
Remote Similarity	0.6529	NPC72788
Remote Similarity	0.6529	NPC314100
Remote Similarity	0.6529	NPC109403
Remote Similarity	0.6529	NPC120671
Remote Similarity	0.6529	NPC261012
Remote Similarity	0.6529	NPC226652
Remote Similarity	0.6527	NPC151171
Remote Similarity	0.6524	NPC470454
Remote Similarity	0.6524	NPC199533
Remote Similarity	0.652	NPC473746
Remote Similarity	0.6518	NPC121510
Remote Similarity	0.6518	NPC171882
Remote Similarity	0.6518	NPC85661
Remote Similarity	0.6515	NPC314020
Remote Similarity	0.6515	NPC234933
Remote Similarity	0.6513	NPC226708
Remote Similarity	0.6513	NPC154922
Remote Similarity	0.6513	NPC206109
Remote Similarity	0.6513	NPC114039
Remote Similarity	0.6511	NPC245059
Remote Similarity	0.6511	NPC473729
Remote Similarity	0.6511	NPC288854
Remote Similarity	0.6511	NPC84494
Remote Similarity	0.6511	NPC473607
Remote Similarity	0.6508	NPC82056
Remote Similarity	0.6507	NPC284685
Remote Similarity	0.6506	NPC91234
Remote Similarity	0.6502	NPC64576
Remote Similarity	0.6502	NPC476662
Remote Similarity	0.6502	NPC254045
Remote Similarity	0.6502	NPC151470
Remote Similarity	0.6502	NPC201055
Remote Similarity	0.65	NPC48474
Remote Similarity	0.6496	NPC471978
Remote Similarity	0.6494	NPC38964
Remote Similarity	0.6494	NPC292213
Remote Similarity	0.6494	NPC117713
Remote Similarity	0.6488	NPC470200
Remote Similarity	0.6488	NPC282474
Remote Similarity	0.6488	NPC470193
Remote Similarity	0.6488	NPC470196
Remote Similarity	0.6488	NPC470194
Remote Similarity	0.6488	NPC470198
Remote Similarity	0.6488	NPC470195
Remote Similarity	0.6488	NPC316274
Remote Similarity	0.6488	NPC470197
Remote Similarity	0.6484	NPC477394
Remote Similarity	0.6484	NPC473833
Remote Similarity	0.6483	NPC470452
Remote Similarity	0.6483	NPC164047
Remote Similarity	0.6483	NPC470448
Remote Similarity	0.6483	NPC18306
Remote Similarity	0.6483	NPC470453
Remote Similarity	0.6482	NPC108826
Remote Similarity	0.6482	NPC256422
Remote Similarity	0.6478	NPC46679
Remote Similarity	0.6475	NPC311357
Remote Similarity	0.6473	NPC66909
Remote Similarity	0.6471	NPC106593
Remote Similarity	0.6468	NPC77878
Remote Similarity	0.6466	NPC61731
Remote Similarity	0.6466	NPC186569

Drug Structure

NPD8492 OpenBabel08211713032D 69 74 0 0 1 0 0 0 0 0999 V2000 -5.1195 -7.4551 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5129 -8.0616 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9772 -0.9404 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5837 -5.5470 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8976 -3.1625 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5598 -1.8076 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0717 0.5019 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7777 -0.6862 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7514 0.8059 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2458 -3.8309 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1202 -4.7845 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7719 -7.4219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7010 -7.1730 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8101 -7.4219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3776 -3.4168 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1745 -4.9598 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7010 -0.3649 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3939 -3.1003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1764 -4.7521 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4402 -2.9748 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2228 -4.6265 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7719 -0.1160 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3156 -4.3754 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5340 -6.6920 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8810 -7.1730 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2141 -1.5260 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.6950 -5.1789 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.9440 -3.2880 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.3983 -1.7224 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8347 -0.0837 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7155 -4.1145 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3619 -4.2499 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5340 -0.8459 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.1130 -2.3590 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0942 -3.1414 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6321 -1.5260 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1130 -5.1789 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2141 -6.0119 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.9440 -4.2499 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.9523 -2.7832 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3619 -3.2880 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0942 -4.3965 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6950 -2.3590 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.7566 -0.5805 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0480 -0.8459 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0480 -6.6920 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8810 -0.3649 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.9011 -3.6123 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.6321 -6.0119 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.7619 -3.9890 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 3.8547 -3.7379 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -7.7234 0.2844 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.9772 -6.5975 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.8976 -4.3754 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.3351 -3.5208 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.2692 -3.0369 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.9608 -4.8138 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5375 -0.0828 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5375 -7.4551 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1195 -0.0828 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.8101 -0.1160 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.5837 -1.9909 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 -6.8658 -6.2294 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.4831 -3.6123 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6653 -4.4242 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.6373 -2.1483 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.7555 -4.2720 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.1694 -8.3438 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 25 1 0 0 0 0 6 29 1 0 0 0 0 7 30 1 0 0 0 0 9 60 1 0 0 0 0 10 11 1 0 0 0 0 10 15 1 0 0 0 0 11 16 1 0 0 0 0 12 13 2 0 0 0 0 12 14 1 0 0 0 0 13 24 1 0 0 0 0 14 25 2 0 0 0 0 15 31 1 0 0 0 0 16 31 1 0 0 0 0 17 22 2 0 0 0 0 17 33 1 0 0 0 0 18 20 1 0 0 0 0 18 50 1 0 0 0 0 19 21 1 0 0 0 0 19 50 1 0 0 0 0 20 51 1 0 0 0 0 21 51 1 0 0 0 0 22 61 1 0 0 0 0 23 32 1 0 0 0 0 23 48 2 0 0 0 0 24 1 1 6 0 0 0 24 38 1 0 0 0 0 25 46 1 0 0 0 0 26 3 1 6 0 0 0 26 33 1 0 0 0 0 26 43 1 0 0 0 0 27 4 1 1 0 0 0 27 38 1 0 0 0 0 27 39 1 0 0 0 0 28 5 1 1 0 0 0 28 39 1 0 0 0 0 28 43 1 0 0 0 0 29 40 2 0 0 0 0 29 44 1 0 0 0 0 30 52 2 0 0 0 0 30 62 1 0 0 0 0 31 50 1 0 0 0 0 32 37 1 0 0 0 0 32 41 2 0 0 0 0 33 60 1 1 0 0 0 34 35 2 0 0 0 0 34 36 1 0 0 0 0 34 41 1 0 0 0 0 35 40 1 0 0 0 0 35 42 1 0 0 0 0 36 44 2 0 0 0 0 36 45 1 0 0 0 0 37 42 2 0 0 0 0 37 49 1 0 0 0 0 38 53 1 6 0 0 0 39 54 1 1 0 0 0 40 55 1 0 0 0 0 41 56 1 0 0 0 0 42 57 1 0 0 0 0 43 62 1 6 0 0 0 44 63 1 0 0 0 0 45 47 1 0 0 0 0 45 58 2 0 0 0 0 46 49 2 3 0 0 0 46 59 1 0 0 0 0 47 8 1 6 0 0 0 47 61 1 0 0 0 0 47 63 1 0 0 0 0 48 51 1 0 0 0 0 53 64 1 0 0 0 0 54 65 1 0 0 0 0 55 66 1 0 0 0 0 56 67 1 0 0 0 0 57 68 1 0 0 0 0 59 69 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000426
DrugBank	DB01201
ChEMBL	CHEMBL1660
IUPHAR/BPS
PharmaGKB	PA164783809
KEGG Drug	D00879
PubChem CID
ChEBI	45304
CAS Number	61379-65-5

Drug Properties

Molecular Weight	876.45
ALogP	-1.8778
MLogP	4.87
XLogP	3.381
HDA	12
HBD	6
Rotatable Bonds	21
TPSA	223.64
RO5 Violation	2