NPASS drugs

Drug Information

Drug ID:	NPD8461
Drug Name:	rifalazil derivatives (antibacterial), ActivBiotics
Molecular Formula:	C46H56N4O12
Canonical SMILES:	CO[C@H]1/C=C/O[C@@]2(C)Oc3c(C2=O)c2c4nc5c(O)cc(cc5oc4c(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)O)C)O)C)O)C)/C)O)N1CCN(CC1)C
Standard InCHI:	InChI=1S/C46H56N4O12/c1-21-11-10-12-22(2)45(58)48-36-41(56)32-31(35-43(36)61-30-20-27(19-28(51)34(30)47-35)50-16-14-49(8)15-17-50)33-42(26(6)40(32)55)62-46(7,44(33)57)60-18-13-29(59-9)23(3)38(53)25(5)39(54)24(4)37(21)52/h10-13,18-21,23-25,29,37-39,51-55H,14-17H2,1-9H3,(H,48,58)/b11-10+,18-13+,22-12-/t21-,23+,24+,25-,29-,37-,38+,39+,46-/m0/s1
Standard InCHIKey:	GCGXPIASVMELRF-PMXQCPMZSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8461

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	342
0.1-0.2	1519
0.2-0.3	4622
0.3-0.4	7751
0.4-0.5	5363
0.5-0.6	8351
0.6-0.7	2885
0.7-0.8	55
0.8-0.85	2
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	0.8272	NPC317567
Intermediate Similarity	0.8255	NPC227033
Intermediate Similarity	0.775	NPC314987
Intermediate Similarity	0.7617	NPC30749
Intermediate Similarity	0.7586	NPC198160
Intermediate Similarity	0.7574	NPC305542
Intermediate Similarity	0.7542	NPC217903
Intermediate Similarity	0.75	NPC116178
Intermediate Similarity	0.7468	NPC321166
Intermediate Similarity	0.7436	NPC212123
Intermediate Similarity	0.7388	NPC13249
Intermediate Similarity	0.7355	NPC469439
Intermediate Similarity	0.7339	NPC15987
Intermediate Similarity	0.7311	NPC218303
Intermediate Similarity	0.7292	NPC176113
Intermediate Similarity	0.7273	NPC316368
Intermediate Similarity	0.7273	NPC284236
Intermediate Similarity	0.7261	NPC478048
Intermediate Similarity	0.7254	NPC329830
Intermediate Similarity	0.7231	NPC328856
Intermediate Similarity	0.7231	NPC314914
Intermediate Similarity	0.7231	NPC478046
Intermediate Similarity	0.7231	NPC321226
Intermediate Similarity	0.7231	NPC478047
Intermediate Similarity	0.7231	NPC180210
Intermediate Similarity	0.7224	NPC251071
Intermediate Similarity	0.7213	NPC170101
Intermediate Similarity	0.7206	NPC285254
Intermediate Similarity	0.7202	NPC87560
Intermediate Similarity	0.7202	NPC195120
Intermediate Similarity	0.7197	NPC474366
Intermediate Similarity	0.7167	NPC234933
Intermediate Similarity	0.7149	NPC148391
Intermediate Similarity	0.7143	NPC157983
Intermediate Similarity	0.7143	NPC118154
Intermediate Similarity	0.7131	NPC182853
Intermediate Similarity	0.7131	NPC133156
Intermediate Similarity	0.7131	NPC134702
Intermediate Similarity	0.7114	NPC118189
Intermediate Similarity	0.7114	NPC76478
Intermediate Similarity	0.7114	NPC7560
Intermediate Similarity	0.7103	NPC185031
Intermediate Similarity	0.7101	NPC314946
Intermediate Similarity	0.7076	NPC316164
Intermediate Similarity	0.7064	NPC313453
Intermediate Similarity	0.7046	NPC288759
Intermediate Similarity	0.7026	NPC114039
Intermediate Similarity	0.7026	NPC206109
Intermediate Similarity	0.7024	NPC211215
Intermediate Similarity	0.7019	NPC129897
Intermediate Similarity	0.7015	NPC88923
Intermediate Similarity	0.7015	NPC315634
Intermediate Similarity	0.7015	NPC100734
Intermediate Similarity	0.7013	NPC469437
Intermediate Similarity	0.7009	NPC170333
Intermediate Similarity	0.7008	NPC2905
Intermediate Similarity	0.7004	NPC209981
Remote Similarity	0.6987	NPC313112
Remote Similarity	0.6987	NPC301292
Remote Similarity	0.6985	NPC67401
Remote Similarity	0.6985	NPC302807
Remote Similarity	0.6983	NPC1820
Remote Similarity	0.6969	NPC316292
Remote Similarity	0.6967	NPC114468
Remote Similarity	0.6967	NPC268223
Remote Similarity	0.6965	NPC476258
Remote Similarity	0.6965	NPC304837
Remote Similarity	0.6955	NPC295479
Remote Similarity	0.6955	NPC220241
Remote Similarity	0.6949	NPC83019
Remote Similarity	0.6943	NPC472589
Remote Similarity	0.693	NPC327005
Remote Similarity	0.6929	NPC314596
Remote Similarity	0.6926	NPC151171
Remote Similarity	0.692	NPC252156
Remote Similarity	0.692	NPC241263
Remote Similarity	0.692	NPC183537
Remote Similarity	0.6914	NPC25961
Remote Similarity	0.6907	NPC204580
Remote Similarity	0.6903	NPC129578
Remote Similarity	0.6898	NPC315253
Remote Similarity	0.689	NPC289905
Remote Similarity	0.689	NPC316065
Remote Similarity	0.6877	NPC315914
Remote Similarity	0.6868	NPC472588
Remote Similarity	0.6866	NPC191489
Remote Similarity	0.6863	NPC476429
Remote Similarity	0.6862	NPC476662
Remote Similarity	0.6856	NPC309692
Remote Similarity	0.6855	NPC313582
Remote Similarity	0.6846	NPC477395
Remote Similarity	0.6846	NPC113455
Remote Similarity	0.6846	NPC469722
Remote Similarity	0.684	NPC313886
Remote Similarity	0.6832	NPC120239
Remote Similarity	0.6831	NPC257728
Remote Similarity	0.6828	NPC284685
Remote Similarity	0.682	NPC476661
Remote Similarity	0.6818	NPC475768
Remote Similarity	0.6816	NPC318068
Remote Similarity	0.6809	NPC160113
Remote Similarity	0.6809	NPC476220
Remote Similarity	0.6806	NPC477396
Remote Similarity	0.6803	NPC153365
Remote Similarity	0.6794	NPC477393
Remote Similarity	0.6792	NPC77878
Remote Similarity	0.679	NPC257266
Remote Similarity	0.6788	NPC101312
Remote Similarity	0.6784	NPC477397
Remote Similarity	0.6779	NPC478045
Remote Similarity	0.6778	NPC282346
Remote Similarity	0.6777	NPC314941
Remote Similarity	0.6773	NPC44040
Remote Similarity	0.6772	NPC471513
Remote Similarity	0.6772	NPC248903
Remote Similarity	0.6767	NPC189079
Remote Similarity	0.6766	NPC70340
Remote Similarity	0.6763	NPC119818
Remote Similarity	0.6763	NPC328700
Remote Similarity	0.6763	NPC2173
Remote Similarity	0.6763	NPC202771
Remote Similarity	0.6759	NPC473449
Remote Similarity	0.6751	NPC264938
Remote Similarity	0.6749	NPC80472
Remote Similarity	0.6746	NPC148124
Remote Similarity	0.6741	NPC473833
Remote Similarity	0.674	NPC470042
Remote Similarity	0.674	NPC227824
Remote Similarity	0.6735	NPC46990
Remote Similarity	0.6732	NPC26928
Remote Similarity	0.673	NPC124313
Remote Similarity	0.673	NPC329932
Remote Similarity	0.6729	NPC133609
Remote Similarity	0.672	NPC82056
Remote Similarity	0.6718	NPC469452
Remote Similarity	0.6709	NPC471825
Remote Similarity	0.6708	NPC137929
Remote Similarity	0.6708	NPC164374
Remote Similarity	0.6707	NPC234772
Remote Similarity	0.6707	NPC38964
Remote Similarity	0.6706	NPC99724
Remote Similarity	0.6706	NPC473458
Remote Similarity	0.6695	NPC314459
Remote Similarity	0.6695	NPC234318
Remote Similarity	0.6695	NPC470199
Remote Similarity	0.6694	NPC311357
Remote Similarity	0.6694	NPC315889
Remote Similarity	0.6691	NPC13603
Remote Similarity	0.6691	NPC471978
Remote Similarity	0.6681	NPC198075
Remote Similarity	0.668	NPC475180
Remote Similarity	0.6679	NPC119134
Remote Similarity	0.6679	NPC210296
Remote Similarity	0.6667	NPC476436
Remote Similarity	0.6667	NPC66191
Remote Similarity	0.6667	NPC316297
Remote Similarity	0.6667	NPC166722
Remote Similarity	0.6667	NPC473746
Remote Similarity	0.6667	NPC244903
Remote Similarity	0.6667	NPC314817
Remote Similarity	0.6654	NPC85879
Remote Similarity	0.6654	NPC84164
Remote Similarity	0.6654	NPC17160
Remote Similarity	0.6654	NPC53255
Remote Similarity	0.6654	NPC469451
Remote Similarity	0.6654	NPC154922
Remote Similarity	0.6654	NPC475301
Remote Similarity	0.6654	NPC313720
Remote Similarity	0.6654	NPC326930
Remote Similarity	0.6654	NPC207283
Remote Similarity	0.6641	NPC469450
Remote Similarity	0.6641	NPC329631
Remote Similarity	0.6639	NPC316274
Remote Similarity	0.6639	NPC470197
Remote Similarity	0.6639	NPC470196
Remote Similarity	0.6639	NPC470193
Remote Similarity	0.6639	NPC470198
Remote Similarity	0.6639	NPC470194
Remote Similarity	0.6639	NPC470200
Remote Similarity	0.6639	NPC282474
Remote Similarity	0.6639	NPC476565
Remote Similarity	0.6639	NPC470195
Remote Similarity	0.6638	NPC213052
Remote Similarity	0.663	NPC230683
Remote Similarity	0.663	NPC328928
Remote Similarity	0.6629	NPC15406
Remote Similarity	0.6629	NPC131258
Remote Similarity	0.6628	NPC314702
Remote Similarity	0.6627	NPC37957
Remote Similarity	0.6627	NPC108826
Remote Similarity	0.6627	NPC477394
Remote Similarity	0.6624	NPC5671
Remote Similarity	0.6612	NPC313274
Remote Similarity	0.661	NPC474009
Remote Similarity	0.661	NPC470332
Remote Similarity	0.6609	NPC99723
Remote Similarity	0.6609	NPC474345
Remote Similarity	0.6603	NPC301501
Remote Similarity	0.6598	NPC73020
Remote Similarity	0.6598	NPC193906

Drug Structure

NPD8461 OpenBabel08211713022D 68 74 0 0 1 0 0 0 0 0999 V2000 -2.8495 5.4083 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1763 5.5987 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9208 1.2356 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9208 4.2674 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3100 2.7515 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8647 0.6563 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6597 0.2326 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7033 5.1176 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2325 -0.3605 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2992 4.9098 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8317 4.8083 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7582 4.8758 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3222 0.9256 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9989 5.1176 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8511 3.6416 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1467 4.6256 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9989 3.1496 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8317 0.6948 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2945 2.3535 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6050 3.5476 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3222 4.5774 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.2427 4.7083 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0585 1.7097 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.0585 3.7933 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.3260 2.7515 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0229 1.0811 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2945 3.1496 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6050 1.9554 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7399 1.2711 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.9156 3.1496 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8473 1.9554 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9821 2.4805 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5861 1.4804 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9156 2.3535 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5367 2.3535 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8473 3.5476 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7399 4.2319 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.2581 2.2137 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.2581 3.2893 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0985 2.0577 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9821 3.0226 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8308 0.5273 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5367 3.1496 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3960 1.5422 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2150 4.4178 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7582 0.6272 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.2262 1.9554 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.5861 4.0226 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.8511 4.6256 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1467 3.6416 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.6050 0.9714 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4572 4.9055 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.2112 1.9690 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.2112 3.5340 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5248 3.1703 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9584 3.1459 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.9232 2.3730 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8423 5.1760 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4572 0.5975 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.2992 0.5932 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.2262 3.5476 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 4.4572 0.4794 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3992 4.6211 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.4758 1.0212 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.8997 2.8310 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.4488 4.1514 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8125 5.0119 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 8 49 1 0 0 0 0 9 59 1 0 0 0 0 10 11 2 0 0 0 0 10 12 1 0 0 0 0 11 21 1 0 0 0 0 12 22 2 0 0 0 0 13 18 2 0 0 0 0 13 29 1 0 0 0 0 14 16 1 0 0 0 0 14 49 1 0 0 0 0 15 17 1 0 0 0 0 15 49 1 0 0 0 0 16 50 1 0 0 0 0 17 50 1 0 0 0 0 18 60 1 0 0 0 0 19 27 2 0 0 0 0 19 28 1 0 0 0 0 20 27 1 0 0 0 0 20 30 2 0 0 0 0 21 1 1 1 0 0 0 21 37 1 0 0 0 0 22 45 1 0 0 0 0 23 3 1 1 0 0 0 23 29 1 0 0 0 0 23 38 1 0 0 0 0 24 4 1 6 0 0 0 24 37 1 0 0 0 0 24 39 1 0 0 0 0 25 5 1 6 0 0 0 25 38 1 0 0 0 0 25 39 1 0 0 0 0 26 40 2 0 0 0 0 26 42 1 0 0 0 0 27 50 1 0 0 0 0 28 34 2 0 0 0 0 28 51 1 0 0 0 0 29 59 1 6 0 0 0 30 34 1 0 0 0 0 30 61 1 0 0 0 0 31 32 2 0 0 0 0 31 33 1 0 0 0 0 31 35 1 0 0 0 0 32 40 1 0 0 0 0 32 41 1 0 0 0 0 33 42 2 0 0 0 0 33 44 1 0 0 0 0 34 47 1 0 0 0 0 35 43 1 0 0 0 0 35 47 2 0 0 0 0 36 41 1 0 0 0 0 36 43 2 0 0 0 0 36 48 1 0 0 0 0 37 52 1 1 0 0 0 38 53 1 1 0 0 0 39 54 1 6 0 0 0 40 55 1 0 0 0 0 41 56 2 0 0 0 0 42 62 1 0 0 0 0 43 61 1 0 0 0 0 44 46 1 0 0 0 0 44 57 2 0 0 0 0 45 48 2 3 0 0 0 45 58 1 0 0 0 0 46 7 1 1 0 0 0 46 60 1 0 0 0 0 46 62 1 0 0 0 0 51 63 1 0 0 0 0 52 64 1 0 0 0 0 53 65 1 0 0 0 0 54 66 1 0 0 0 0 55 67 1 0 0 0 0 58 68 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB002013
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	856.39
ALogP	-1.407
MLogP	4.76
XLogP	1.845
HDA	12
HBD	6
Rotatable Bonds	17
TPSA	223.64
RO5 Violation	2