NPASS drugs

Drug Information

Drug ID:	NPD8469
Drug Name:	Rifabutin
Molecular Formula:	C46H62N4O11
Canonical SMILES:	CO[C@H]1/C=C/O[C@@]2(C)Oc3c(C2=O)c2C4=NC5(NC4=C(C(=O)c2c(c3C)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)CCN(CC5)CC(C)C
Standard InCHI:	InChI=1S/C46H62N4O11/c1-22(2)21-50-18-16-46(17-19-50)48-34-31-32-39(54)28(8)42-33(31)43(56)45(10,61-42)59-20-15-30(58-11)25(5)41(60-29(9)51)27(7)38(53)26(6)37(52)23(3)13-12-14-24(4)44(57)47-36(40(32)55)35(34)49-46/h12-15,20,22-23,25-27,30,37-38,41,49,52-54H,16-19,21H2,1-11H3,(H,47,57)/b13-12+,20-15+,24-14-/t23-,25+,26+,27+,30-,37-,38+,41+,45-/m0/s1
Standard InCHIKey:	ATEBXHFBFRCZMA-VXTBVIBXSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD8469

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	245
0.1-0.2	1088
0.2-0.3	3041
0.3-0.4	7479
0.4-0.5	6585
0.5-0.6	7838
0.6-0.7	4551
0.7-0.8	61
0.8-0.85	1
0.85-0.9	0
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	NPC314987
Intermediate Similarity	0.8213	NPC313453
Intermediate Similarity	0.7573	NPC317567
Intermediate Similarity	0.7434	NPC313582
Intermediate Similarity	0.7403	NPC5674
Intermediate Similarity	0.7371	NPC470847
Intermediate Similarity	0.7366	NPC54661
Intermediate Similarity	0.7366	NPC163924
Intermediate Similarity	0.7348	NPC252156
Intermediate Similarity	0.733	NPC80472
Intermediate Similarity	0.7321	NPC309692
Intermediate Similarity	0.7308	NPC221792
Intermediate Similarity	0.7308	NPC227033
Intermediate Similarity	0.7306	NPC476662
Intermediate Similarity	0.7295	NPC129578
Intermediate Similarity	0.726	NPC117713
Intermediate Similarity	0.726	NPC292213
Intermediate Similarity	0.726	NPC476661
Intermediate Similarity	0.7205	NPC284236
Intermediate Similarity	0.7205	NPC316368
Intermediate Similarity	0.7204	NPC162248
Intermediate Similarity	0.7193	NPC478048
Intermediate Similarity	0.7184	NPC314693
Intermediate Similarity	0.7183	NPC473607
Intermediate Similarity	0.7175	NPC314946
Intermediate Similarity	0.7169	NPC83019
Intermediate Similarity	0.7163	NPC469437
Intermediate Similarity	0.7162	NPC180210
Intermediate Similarity	0.7162	NPC328856
Intermediate Similarity	0.7162	NPC314914
Intermediate Similarity	0.7162	NPC478047
Intermediate Similarity	0.7162	NPC321226
Intermediate Similarity	0.7162	NPC478046
Intermediate Similarity	0.7156	NPC476311
Intermediate Similarity	0.7143	NPC170101
Intermediate Similarity	0.7136	NPC476199
Intermediate Similarity	0.7136	NPC233978
Intermediate Similarity	0.7136	NPC476210
Intermediate Similarity	0.7123	NPC204580
Intermediate Similarity	0.7103	NPC473729
Intermediate Similarity	0.7089	NPC227275
Intermediate Similarity	0.708	NPC46990
Intermediate Similarity	0.7075	NPC476152
Intermediate Similarity	0.7075	NPC476229
Intermediate Similarity	0.7072	NPC316164
Intermediate Similarity	0.7062	NPC477571
Intermediate Similarity	0.7062	NPC477573
Intermediate Similarity	0.7062	NPC477572
Intermediate Similarity	0.7053	NPC101207
Intermediate Similarity	0.7042	NPC474345
Intermediate Similarity	0.7033	NPC189689
Intermediate Similarity	0.7031	NPC315253
Intermediate Similarity	0.7028	NPC476159
Intermediate Similarity	0.7014	NPC40089
Intermediate Similarity	0.7014	NPC315406
Intermediate Similarity	0.7014	NPC47634
Intermediate Similarity	0.7014	NPC158329
Intermediate Similarity	0.7014	NPC55422
Intermediate Similarity	0.7014	NPC476146
Intermediate Similarity	0.7014	NPC75141
Intermediate Similarity	0.7009	NPC477816
Intermediate Similarity	0.7009	NPC98943
Intermediate Similarity	0.7005	NPC470358
Remote Similarity	0.6995	NPC476139
Remote Similarity	0.6991	NPC18306
Remote Similarity	0.6982	NPC470197
Remote Similarity	0.6982	NPC470200
Remote Similarity	0.6982	NPC470194
Remote Similarity	0.6982	NPC470193
Remote Similarity	0.6982	NPC316274
Remote Similarity	0.6982	NPC282474
Remote Similarity	0.6982	NPC470196
Remote Similarity	0.6982	NPC470198
Remote Similarity	0.6982	NPC470195
Remote Similarity	0.6981	NPC476196
Remote Similarity	0.6977	NPC5671
Remote Similarity	0.6967	NPC223413
Remote Similarity	0.6964	NPC286135
Remote Similarity	0.696	NPC257728
Remote Similarity	0.6959	NPC475148
Remote Similarity	0.6959	NPC475656
Remote Similarity	0.6958	NPC185031
Remote Similarity	0.6952	NPC473908
Remote Similarity	0.6952	NPC314653
Remote Similarity	0.6952	NPC316262
Remote Similarity	0.6948	NPC169018
Remote Similarity	0.6946	NPC211215
Remote Similarity	0.6942	NPC164244
Remote Similarity	0.6942	NPC477674
Remote Similarity	0.6934	NPC476216
Remote Similarity	0.6934	NPC41598
Remote Similarity	0.6934	NPC191653
Remote Similarity	0.693	NPC312630
Remote Similarity	0.693	NPC324220
Remote Similarity	0.6927	NPC472799
Remote Similarity	0.6916	NPC314596
Remote Similarity	0.6916	NPC257266
Remote Similarity	0.6903	NPC314941
Remote Similarity	0.6901	NPC298778
Remote Similarity	0.6901	NPC313717
Remote Similarity	0.6901	NPC315306
Remote Similarity	0.6893	NPC477671
Remote Similarity	0.6893	NPC477687
Remote Similarity	0.6892	NPC314459
Remote Similarity	0.6892	NPC470199
Remote Similarity	0.6884	NPC475398
Remote Similarity	0.6881	NPC8817
Remote Similarity	0.6881	NPC470332
Remote Similarity	0.6881	NPC293227
Remote Similarity	0.6881	NPC473717
Remote Similarity	0.6881	NPC473631
Remote Similarity	0.6881	NPC475662
Remote Similarity	0.6878	NPC264938
Remote Similarity	0.6866	NPC244903
Remote Similarity	0.6864	NPC470846
Remote Similarity	0.6861	NPC314020
Remote Similarity	0.6856	NPC293347
Remote Similarity	0.6856	NPC153365
Remote Similarity	0.6854	NPC102810
Remote Similarity	0.6854	NPC473202
Remote Similarity	0.6849	NPC106700
Remote Similarity	0.6849	NPC166979
Remote Similarity	0.6847	NPC48474
Remote Similarity	0.6847	NPC33256
Remote Similarity	0.6845	NPC471695
Remote Similarity	0.6845	NPC477669
Remote Similarity	0.6842	NPC286422
Remote Similarity	0.6842	NPC79130
Remote Similarity	0.6842	NPC243701
Remote Similarity	0.6842	NPC313368
Remote Similarity	0.684	NPC178851
Remote Similarity	0.684	NPC476255
Remote Similarity	0.6837	NPC131862
Remote Similarity	0.6837	NPC475080
Remote Similarity	0.6837	NPC229051
Remote Similarity	0.6835	NPC477860
Remote Similarity	0.6835	NPC475161
Remote Similarity	0.6832	NPC470357
Remote Similarity	0.6825	NPC131578
Remote Similarity	0.6822	NPC477670
Remote Similarity	0.6818	NPC475352
Remote Similarity	0.6818	NPC221140
Remote Similarity	0.6818	NPC475220
Remote Similarity	0.6818	NPC473686
Remote Similarity	0.6818	NPC229817
Remote Similarity	0.6814	NPC2173
Remote Similarity	0.6814	NPC119818
Remote Similarity	0.6814	NPC202771
Remote Similarity	0.6814	NPC328700
Remote Similarity	0.6812	NPC315889
Remote Similarity	0.681	NPC117985
Remote Similarity	0.6808	NPC198075
Remote Similarity	0.6808	NPC472894
Remote Similarity	0.6807	NPC475624
Remote Similarity	0.6806	NPC68381
Remote Similarity	0.6806	NPC63105
Remote Similarity	0.6804	NPC329790
Remote Similarity	0.6802	NPC314672
Remote Similarity	0.6802	NPC469815
Remote Similarity	0.6802	NPC469816
Remote Similarity	0.68	NPC261012
Remote Similarity	0.68	NPC314738
Remote Similarity	0.68	NPC109403
Remote Similarity	0.68	NPC108487
Remote Similarity	0.6798	NPC246303
Remote Similarity	0.6798	NPC137296
Remote Similarity	0.6796	NPC471349
Remote Similarity	0.6796	NPC471347
Remote Similarity	0.6794	NPC474373
Remote Similarity	0.6792	NPC7752
Remote Similarity	0.6792	NPC12890
Remote Similarity	0.6791	NPC313708
Remote Similarity	0.6791	NPC118128
Remote Similarity	0.6787	NPC174486
Remote Similarity	0.6787	NPC282636
Remote Similarity	0.6787	NPC294863
Remote Similarity	0.6782	NPC75694
Remote Similarity	0.678	NPC150928
Remote Similarity	0.6779	NPC477675
Remote Similarity	0.6779	NPC211482
Remote Similarity	0.6779	NPC476652
Remote Similarity	0.6777	NPC475106
Remote Similarity	0.6776	NPC473095
Remote Similarity	0.6776	NPC259905
Remote Similarity	0.6776	NPC63514
Remote Similarity	0.6776	NPC473096
Remote Similarity	0.6774	NPC475233
Remote Similarity	0.6773	NPC283207
Remote Similarity	0.6771	NPC470646
Remote Similarity	0.6771	NPC478034
Remote Similarity	0.6771	NPC125924
Remote Similarity	0.6769	NPC157958
Remote Similarity	0.6765	NPC475442
Remote Similarity	0.6765	NPC475349
Remote Similarity	0.6765	NPC475565
Remote Similarity	0.6765	NPC475292
Remote Similarity	0.6763	NPC193200
Remote Similarity	0.6762	NPC306978
Remote Similarity	0.6761	NPC62444
Remote Similarity	0.6759	NPC327005

Drug Structure

NPD8469 OpenBabel08211713022D 66 71 0 0 1 0 0 0 0 0999 V2000 4.2641 1.1744 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0648 1.9498 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9429 -1.2147 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4866 -2.4239 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8024 2.3002 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6116 -0.0304 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4919 1.1239 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5455 2.7469 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8787 3.0033 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7377 4.2981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8150 3.4650 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5506 -1.9834 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5447 -1.2054 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8766 -2.3886 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8201 3.8851 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9701 1.3403 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8983 -0.0860 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7936 1.2988 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7218 -0.1275 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8085 4.6718 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9929 0.5235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4406 1.2159 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2243 -0.8090 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.1977 -2.0052 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5134 2.7189 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.8924 0.3742 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.2020 1.5443 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.8354 2.3265 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1699 2.6785 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4990 3.5017 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.4777 1.5278 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1652 1.1396 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4705 2.3121 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7358 1.1279 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7776 0.2967 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4246 -0.0848 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2104 -0.0265 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.8809 1.1609 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.8453 1.5358 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1748 0.3483 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1923 2.3356 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.1479 2.7147 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7830 2.7003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1917 -1.2273 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4535 3.8877 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.5225 0.6479 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4811 -0.8316 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0677 1.3450 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.1694 0.5649 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.0969 1.9022 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.5277 0.3562 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.5513 1.5589 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.5302 1.1478 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.8872 -0.0572 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0044 2.4812 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.8609 -0.8305 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.1686 3.9010 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.1017 5.0653 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.5342 3.1299 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.1178 3.5070 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.2150 -0.7960 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7551 0.2320 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.1780 1.0951 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.9238 0.4662 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4451 -1.3443 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 22 1 0 0 0 0 2 22 1 0 0 0 0 4 24 1 0 0 0 0 8 28 1 0 0 0 0 9 29 1 0 0 0 0 11 58 1 0 0 0 0 12 13 2 0 0 0 0 12 14 1 0 0 0 0 13 23 1 0 0 0 0 14 24 2 0 0 0 0 15 20 2 0 0 0 0 15 30 1 0 0 0 0 16 18 1 0 0 0 0 16 46 1 0 0 0 0 17 19 1 0 0 0 0 17 46 1 0 0 0 0 18 50 1 0 0 0 0 19 50 1 0 0 0 0 20 59 1 0 0 0 0 21 22 1 0 0 0 0 21 50 1 0 0 0 0 23 3 1 6 0 0 0 23 37 1 0 0 0 0 24 44 1 0 0 0 0 25 5 1 1 0 0 0 25 30 1 0 0 0 0 25 41 1 0 0 0 0 26 6 1 1 0 0 0 26 37 1 0 0 0 0 26 38 1 0 0 0 0 27 7 1 6 0 0 0 27 38 1 0 0 0 0 27 41 1 0 0 0 0 28 39 2 0 0 0 0 28 42 1 0 0 0 0 29 51 2 0 0 0 0 29 60 1 0 0 0 0 30 58 1 1 0 0 0 31 32 2 0 0 0 0 31 33 1 0 0 0 0 31 34 1 0 0 0 0 32 39 1 0 0 0 0 32 40 1 0 0 0 0 33 42 2 0 0 0 0 33 43 1 0 0 0 0 34 35 1 0 0 0 0 34 48 2 0 0 0 0 35 36 2 0 0 0 0 35 49 1 0 0 0 0 36 40 1 0 0 0 0 36 47 1 0 0 0 0 37 52 1 1 0 0 0 38 53 1 1 0 0 0 39 54 1 0 0 0 0 40 55 2 0 0 0 0 41 60 1 6 0 0 0 42 61 1 0 0 0 0 43 45 1 0 0 0 0 43 56 2 0 0 0 0 44 47 2 3 0 0 0 44 57 1 0 0 0 0 45 10 1 1 0 0 0 45 59 1 0 0 0 0 45 61 1 0 0 0 0 46 48 1 0 0 0 0 46 49 1 0 0 0 0 49 62 1 0 0 0 0 52 63 1 0 0 0 0 53 64 1 0 0 0 0 54 65 1 0 0 0 0 57 66 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000656
DrugBank	DB00615
ChEMBL	CHEMBL444633
IUPHAR/BPS
PharmaGKB	PA451249
KEGG Drug	D00424
PubChem CID	6323490
ChEBI	45367
CAS Number	72559-06-9

Drug Properties

Molecular Weight	846.44
ALogP	-0.9441
MLogP	4.87
XLogP	3.154
HDA	13
HBD	5
Rotatable Bonds	20
TPSA	209.04
RO5 Violation	1