NPASS drugs

Drug Information

Drug ID:	NPD8067
Drug Name:	Rifamycin
Molecular Formula:	C37H47NO12
Canonical SMILES:	CO[C@H]1/C=C/O[C@@]2(C)Oc3c(C2=O)c2c(O)cc(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/C37H47NO12/c1-16-11-10-12-17(2)36(46)38-23-15-24(40)26-27(32(23)44)31(43)21(6)34-28(26)35(45)37(8,50-34)48-14-13-25(47-9)18(3)33(49-22(7)39)20(5)30(42)19(4)29(16)41/h10-16,18-20,25,29-30,33,40-44H,1-9H3,(H,38,46)/b11-10+,14-13+,17-12-/t16-,18+,19+,20+,25-,29-,30+,33+,37-/m0/s1
Standard InCHIKey:	HJYYPODYNSCCOU-ODRIEIDWSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD8067

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	299
0.1-0.2	1307
0.2-0.3	3332
0.3-0.4	7942
0.4-0.5	5158
0.5-0.6	6917
0.6-0.7	5815
0.7-0.8	118
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	NPC227033
High Similarity	0.8884	NPC317567
Intermediate Similarity	0.784	NPC313453
Intermediate Similarity	0.7588	NPC251071
Intermediate Similarity	0.7512	NPC70340
Intermediate Similarity	0.7478	NPC240684
Intermediate Similarity	0.7445	NPC477828
Intermediate Similarity	0.7434	NPC290227
Intermediate Similarity	0.7345	NPC477827
Intermediate Similarity	0.7345	NPC477826
Intermediate Similarity	0.7339	NPC285254
Intermediate Similarity	0.7333	NPC474366
Intermediate Similarity	0.7308	NPC314987
Intermediate Similarity	0.7286	NPC477572
Intermediate Similarity	0.7286	NPC477571
Intermediate Similarity	0.7286	NPC477573
Intermediate Similarity	0.7281	NPC176113
Intermediate Similarity	0.7277	NPC132751
Intermediate Similarity	0.7277	NPC198160
Intermediate Similarity	0.7256	NPC475148
Intermediate Similarity	0.7256	NPC475656
Intermediate Similarity	0.7243	NPC288854
Intermediate Similarity	0.7237	NPC227361
Intermediate Similarity	0.7237	NPC217903
Intermediate Similarity	0.7237	NPC124658
Intermediate Similarity	0.7234	NPC13249
Intermediate Similarity	0.7232	NPC475768
Intermediate Similarity	0.7212	NPC171882
Intermediate Similarity	0.7212	NPC477825
Intermediate Similarity	0.7212	NPC121510
Intermediate Similarity	0.7212	NPC85661
Intermediate Similarity	0.72	NPC212123
Intermediate Similarity	0.7193	NPC305542
Intermediate Similarity	0.7193	NPC91234
Intermediate Similarity	0.7193	NPC116178
Intermediate Similarity	0.7188	NPC133156
Intermediate Similarity	0.7183	NPC199533
Intermediate Similarity	0.7183	NPC470454
Intermediate Similarity	0.7177	NPC225381
Intermediate Similarity	0.7168	NPC46679
Intermediate Similarity	0.7163	NPC245059
Intermediate Similarity	0.7163	NPC84494
Intermediate Similarity	0.7162	NPC30749
Intermediate Similarity	0.7162	NPC321166
Intermediate Similarity	0.7162	NPC315253
Intermediate Similarity	0.7156	NPC9475
Intermediate Similarity	0.7156	NPC473096
Intermediate Similarity	0.7156	NPC473095
Intermediate Similarity	0.7155	NPC256422
Intermediate Similarity	0.715	NPC312630
Intermediate Similarity	0.715	NPC324220
Intermediate Similarity	0.7149	NPC218303
Intermediate Similarity	0.7149	NPC61731
Intermediate Similarity	0.7149	NPC186569
Intermediate Similarity	0.7143	NPC159101
Intermediate Similarity	0.7136	NPC48474
Intermediate Similarity	0.713	NPC470453
Intermediate Similarity	0.713	NPC164047
Intermediate Similarity	0.713	NPC470448
Intermediate Similarity	0.713	NPC470452
Intermediate Similarity	0.7117	NPC316274
Intermediate Similarity	0.7117	NPC470198
Intermediate Similarity	0.7117	NPC470197
Intermediate Similarity	0.7117	NPC470196
Intermediate Similarity	0.7117	NPC470194
Intermediate Similarity	0.7117	NPC470195
Intermediate Similarity	0.7117	NPC470193
Intermediate Similarity	0.7117	NPC282474
Intermediate Similarity	0.7117	NPC470200
Intermediate Similarity	0.7109	NPC473094
Intermediate Similarity	0.7095	NPC314653
Intermediate Similarity	0.7095	NPC316262
Intermediate Similarity	0.7094	NPC7560
Intermediate Similarity	0.7091	NPC314672
Intermediate Similarity	0.7091	NPC29472
Intermediate Similarity	0.7075	NPC473202
Intermediate Similarity	0.7072	NPC314020
Intermediate Similarity	0.7067	NPC143050
Intermediate Similarity	0.7064	NPC106700
Intermediate Similarity	0.7062	NPC178851
Intermediate Similarity	0.7059	NPC315914
Intermediate Similarity	0.7056	NPC131862
Intermediate Similarity	0.7056	NPC98776
Intermediate Similarity	0.7056	NPC229051
Intermediate Similarity	0.7051	NPC219170
Intermediate Similarity	0.7051	NPC180253
Intermediate Similarity	0.7051	NPC477860
Intermediate Similarity	0.7051	NPC208069
Intermediate Similarity	0.7051	NPC475161
Intermediate Similarity	0.7047	NPC209981
Intermediate Similarity	0.7042	NPC17219
Intermediate Similarity	0.7042	NPC313717
Intermediate Similarity	0.7042	NPC298778
Intermediate Similarity	0.7042	NPC315306
Intermediate Similarity	0.704	NPC314687
Intermediate Similarity	0.7037	NPC313886
Intermediate Similarity	0.7037	NPC477683
Intermediate Similarity	0.7037	NPC477682
Intermediate Similarity	0.7035	NPC38961
Intermediate Similarity	0.7034	NPC252156
Intermediate Similarity	0.7032	NPC241847
Intermediate Similarity	0.7031	NPC25961
Intermediate Similarity	0.7028	NPC198075
Intermediate Similarity	0.7028	NPC76647
Intermediate Similarity	0.7027	NPC470199
Intermediate Similarity	0.7027	NPC314459
Intermediate Similarity	0.7024	NPC273483
Intermediate Similarity	0.7023	NPC474345
Intermediate Similarity	0.7023	NPC68381
Intermediate Similarity	0.7023	NPC63105
Intermediate Similarity	0.7019	NPC186113
Intermediate Similarity	0.7018	NPC475662
Intermediate Similarity	0.7018	NPC473631
Intermediate Similarity	0.7018	NPC473717
Intermediate Similarity	0.7018	NPC293227
Intermediate Similarity	0.7012	NPC316292
Intermediate Similarity	0.701	NPC119929
Intermediate Similarity	0.7	NPC294863
Intermediate Similarity	0.7	NPC174486
Intermediate Similarity	0.7	NPC282636
Remote Similarity	0.6995	NPC259905
Remote Similarity	0.6991	NPC475233
Remote Similarity	0.6991	NPC469345
Remote Similarity	0.699	NPC135522
Remote Similarity	0.699	NPC193200
Remote Similarity	0.6986	NPC313368
Remote Similarity	0.6983	NPC148391
Remote Similarity	0.6979	NPC157983
Remote Similarity	0.6979	NPC118154
Remote Similarity	0.6977	NPC213052
Remote Similarity	0.6977	NPC476311
Remote Similarity	0.6971	NPC164110
Remote Similarity	0.6971	NPC212967
Remote Similarity	0.6971	NPC96342
Remote Similarity	0.6971	NPC246647
Remote Similarity	0.6966	NPC316368
Remote Similarity	0.6966	NPC134702
Remote Similarity	0.6966	NPC284236
Remote Similarity	0.6963	NPC241874
Remote Similarity	0.6959	NPC476199
Remote Similarity	0.6959	NPC276060
Remote Similarity	0.6959	NPC5671
Remote Similarity	0.6959	NPC476210
Remote Similarity	0.6955	NPC197972
Remote Similarity	0.6955	NPC473686
Remote Similarity	0.6955	NPC229817
Remote Similarity	0.6955	NPC87583
Remote Similarity	0.6955	NPC221140
Remote Similarity	0.6955	NPC475220
Remote Similarity	0.6955	NPC475352
Remote Similarity	0.6953	NPC478048
Remote Similarity	0.6952	NPC117985
Remote Similarity	0.6949	NPC329830
Remote Similarity	0.6949	NPC76478
Remote Similarity	0.6949	NPC118189
Remote Similarity	0.6948	NPC225419
Remote Similarity	0.6948	NPC471180
Remote Similarity	0.6947	NPC131405
Remote Similarity	0.6944	NPC232412
Remote Similarity	0.6944	NPC98667
Remote Similarity	0.6944	NPC86809
Remote Similarity	0.6943	NPC315889
Remote Similarity	0.6942	NPC87708
Remote Similarity	0.6942	NPC474843
Remote Similarity	0.6942	NPC175978
Remote Similarity	0.6942	NPC271681
Remote Similarity	0.6941	NPC470332
Remote Similarity	0.6941	NPC22928
Remote Similarity	0.6938	NPC474373
Remote Similarity	0.6937	NPC289223
Remote Similarity	0.6934	NPC25361
Remote Similarity	0.6934	NPC7752
Remote Similarity	0.6933	NPC109403
Remote Similarity	0.6933	NPC261012
Remote Similarity	0.6933	NPC314738
Remote Similarity	0.693	NPC30432
Remote Similarity	0.693	NPC271385
Remote Similarity	0.693	NPC111536
Remote Similarity	0.693	NPC5029
Remote Similarity	0.693	NPC471181
Remote Similarity	0.693	NPC477836
Remote Similarity	0.693	NPC76128
Remote Similarity	0.6927	NPC277710
Remote Similarity	0.6927	NPC299149
Remote Similarity	0.6927	NPC244903
Remote Similarity	0.6927	NPC114257
Remote Similarity	0.6927	NPC240887
Remote Similarity	0.6927	NPC153578
Remote Similarity	0.6927	NPC329161
Remote Similarity	0.6927	NPC470091
Remote Similarity	0.6923	NPC314914
Remote Similarity	0.6923	NPC146211
Remote Similarity	0.6923	NPC478047
Remote Similarity	0.6923	NPC321226
Remote Similarity	0.6923	NPC328856
Remote Similarity	0.6923	NPC180924
Remote Similarity	0.6923	NPC180210
Remote Similarity	0.6923	NPC478046
Remote Similarity	0.6923	NPC294244
Remote Similarity	0.6919	NPC473961

Drug Structure

NPD8067 OpenBabel08211712042D 56 59 0 0 1 0 0 0 0 0999 V2000 4.6808 -4.0809 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8834 -5.3695 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1677 0.2652 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2781 -2.6075 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0917 -1.0286 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1328 -0.8013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7176 -1.7323 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6578 0.3874 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4915 0.7756 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0293 -4.1764 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4966 -3.8851 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5042 -4.3423 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5394 -0.0265 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9901 0.0125 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1764 -3.2237 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8769 -3.4868 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.9543 -4.3724 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5242 -0.4998 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.2874 -2.4742 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.1593 -1.3890 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.2671 -1.3011 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6213 -0.7374 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4965 -3.6718 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0221 -2.7100 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0617 -0.2010 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0867 -2.1631 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5941 -2.7928 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0132 -1.6174 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1461 -3.0064 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.2919 -1.9235 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.2671 -2.2956 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3026 -3.5472 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8979 -0.9043 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.5941 -0.8039 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9400 -1.3162 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4143 -4.2648 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9482 -0.3166 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.9179 -4.0263 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.4348 -0.1564 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.9923 -2.9507 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.0725 -3.3820 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.2846 -1.8063 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.1328 -2.7954 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.9299 -4.3255 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7439 -1.9104 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0976 -5.2130 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4947 0.7000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4483 -0.0862 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.7114 -0.3233 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 -1.6859 -2.2308 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.2104 -4.3720 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.8825 -2.6074 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.9985 -2.2956 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.9176 -4.1714 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.1182 -5.4128 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 17 1 0 0 0 0 6 21 1 0 0 0 0 7 22 1 0 0 0 0 9 47 1 0 0 0 0 10 11 2 0 0 0 0 10 12 1 0 0 0 0 11 16 1 0 0 0 0 12 17 2 0 0 0 0 13 14 2 0 0 0 0 13 25 1 0 0 0 0 14 48 1 0 0 0 0 15 23 2 0 0 0 0 15 24 1 0 0 0 0 16 1 1 1 0 0 0 16 29 1 0 0 0 0 17 36 1 0 0 0 0 18 3 1 1 0 0 0 18 25 1 0 0 0 0 18 33 1 0 0 0 0 19 4 1 6 0 0 0 19 29 1 0 0 0 0 19 30 1 0 0 0 0 20 5 1 6 0 0 0 20 30 1 0 0 0 0 20 33 1 0 0 0 0 21 31 2 0 0 0 0 21 34 1 0 0 0 0 22 39 2 0 0 0 0 22 49 1 0 0 0 0 23 32 1 0 0 0 0 23 38 1 0 0 0 0 24 26 2 0 0 0 0 24 40 1 0 0 0 0 25 47 1 6 0 0 0 26 27 1 0 0 0 0 26 28 1 0 0 0 0 27 31 1 0 0 0 0 27 32 2 0 0 0 0 28 34 2 0 0 0 0 28 35 1 0 0 0 0 29 41 1 1 0 0 0 30 42 1 6 0 0 0 31 43 1 0 0 0 0 32 44 1 0 0 0 0 33 49 1 1 0 0 0 34 50 1 0 0 0 0 35 37 1 0 0 0 0 35 45 2 0 0 0 0 36 38 2 3 0 0 0 36 46 1 0 0 0 0 37 8 1 1 0 0 0 37 48 1 0 0 0 0 37 50 1 0 0 0 0 40 51 1 0 0 0 0 41 52 1 0 0 0 0 42 53 1 0 0 0 0 43 54 1 0 0 0 0 44 55 1 0 0 0 0 46 56 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB012898
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	6324616
ChEBI
CAS Number

Drug Properties

Molecular Weight	697.31
ALogP	-0.714
MLogP	4.1
XLogP	2.137
HDA	9
HBD	6
Rotatable Bonds	18
TPSA	204.8
RO5 Violation	1