NPASS drugs

Drug Information

Drug ID:	NPD4227
Drug Name:	FR-901483
Molecular Formula:	C20H31N2O6P
Canonical SMILES:	CN[C@@H]1CN2[C@@]3(C1)CC[C@@H]([C@H](C3)[C@@H]([C@@H]2Cc1ccc(cc1)OC)O)OP(=O)(O)O
Standard InCHI:	InChI=1S/C20H31N2O6P/c1-21-14-10-20-8-7-18(28-29(24,25)26)16(11-20)19(23)17(22(20)12-14)9-13-3-5-15(27-2)6-4-13/h3-6,14,16-19,21,23H,7-12H2,1-2H3,(H2,24,25,26)/t14-,16-,17-,18-,19-,20+/m0/s1
Standard InCHIKey:	CIISYBZFZSWZLX-KKMIJOEASA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4227

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	153
0.1-0.2	919
0.2-0.3	3425
0.3-0.4	9453
0.4-0.5	5508
0.5-0.6	9910
0.6-0.7	1487
0.7-0.8	35
0.8-0.85	0
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	0.7643	NPC204546
Intermediate Similarity	0.74	NPC307020
Intermediate Similarity	0.7303	NPC320242
Intermediate Similarity	0.725	NPC83289
Intermediate Similarity	0.725	NPC189724
Intermediate Similarity	0.725	NPC212850
Intermediate Similarity	0.7248	NPC321133
Intermediate Similarity	0.7244	NPC307123
Intermediate Similarity	0.7244	NPC97870
Intermediate Similarity	0.7244	NPC247018
Intermediate Similarity	0.7219	NPC37205
Intermediate Similarity	0.7219	NPC160931
Intermediate Similarity	0.7209	NPC233650
Intermediate Similarity	0.7195	NPC245974
Intermediate Similarity	0.719	NPC136112
Intermediate Similarity	0.719	NPC141739
Intermediate Similarity	0.7178	NPC247298
Intermediate Similarity	0.7175	NPC329969
Intermediate Similarity	0.7168	NPC134858
Intermediate Similarity	0.7125	NPC193528
Intermediate Similarity	0.7089	NPC325568
Intermediate Similarity	0.7086	NPC210140
Intermediate Similarity	0.7086	NPC150879
Intermediate Similarity	0.7066	NPC207824
Intermediate Similarity	0.7066	NPC60538
Intermediate Similarity	0.7052	NPC254700
Intermediate Similarity	0.7048	NPC324081
Intermediate Similarity	0.7029	NPC195392
Intermediate Similarity	0.7025	NPC118419
Intermediate Similarity	0.7025	NPC208757
Intermediate Similarity	0.7019	NPC318591
Intermediate Similarity	0.7019	NPC231163
Intermediate Similarity	0.7	NPC11147
Intermediate Similarity	0.7	NPC477564
Intermediate Similarity	0.7	NPC2295
Remote Similarity	0.6994	NPC205167
Remote Similarity	0.6982	NPC277669
Remote Similarity	0.6982	NPC76213
Remote Similarity	0.6978	NPC299806
Remote Similarity	0.6978	NPC275132
Remote Similarity	0.6977	NPC79328
Remote Similarity	0.6959	NPC319320
Remote Similarity	0.6959	NPC287757
Remote Similarity	0.6948	NPC328267
Remote Similarity	0.6936	NPC92191
Remote Similarity	0.6936	NPC59028
Remote Similarity	0.6923	NPC274026
Remote Similarity	0.6919	NPC147091
Remote Similarity	0.6918	NPC274732
Remote Similarity	0.6913	NPC213
Remote Similarity	0.6913	NPC10286
Remote Similarity	0.6903	NPC62101
Remote Similarity	0.6903	NPC95733
Remote Similarity	0.6898	NPC117717
Remote Similarity	0.6897	NPC97811
Remote Similarity	0.6897	NPC249274
Remote Similarity	0.6897	NPC472923
Remote Similarity	0.6894	NPC237227
Remote Similarity	0.6892	NPC26524
Remote Similarity	0.6885	NPC476575
Remote Similarity	0.6875	NPC121275
Remote Similarity	0.6875	NPC4138
Remote Similarity	0.6875	NPC284183
Remote Similarity	0.6875	NPC169743
Remote Similarity	0.6875	NPC209377
Remote Similarity	0.686	NPC80129
Remote Similarity	0.686	NPC187022
Remote Similarity	0.6859	NPC29477
Remote Similarity	0.6854	NPC290759
Remote Similarity	0.6854	NPC158148
Remote Similarity	0.6854	NPC82533
Remote Similarity	0.6854	NPC266176
Remote Similarity	0.6851	NPC283999
Remote Similarity	0.6849	NPC474272
Remote Similarity	0.6845	NPC476151
Remote Similarity	0.6842	NPC26601
Remote Similarity	0.6839	NPC217277
Remote Similarity	0.6836	NPC193853
Remote Similarity	0.6836	NPC81247
Remote Similarity	0.6836	NPC476573
Remote Similarity	0.6836	NPC56887
Remote Similarity	0.6836	NPC223077
Remote Similarity	0.6836	NPC124657
Remote Similarity	0.6836	NPC35627
Remote Similarity	0.6833	NPC2314
Remote Similarity	0.6826	NPC185838
Remote Similarity	0.6821	NPC170503
Remote Similarity	0.6821	NPC323443
Remote Similarity	0.6821	NPC180756
Remote Similarity	0.6821	NPC126519
Remote Similarity	0.6821	NPC29647
Remote Similarity	0.6821	NPC203784
Remote Similarity	0.6813	NPC148693
Remote Similarity	0.6813	NPC294790
Remote Similarity	0.6813	NPC118633
Remote Similarity	0.6813	NPC149379
Remote Similarity	0.6805	NPC24233
Remote Similarity	0.6805	NPC246587
Remote Similarity	0.6805	NPC476571
Remote Similarity	0.6805	NPC135538
Remote Similarity	0.6805	NPC428
Remote Similarity	0.6805	NPC147390
Remote Similarity	0.6802	NPC233926
Remote Similarity	0.68	NPC4304
Remote Similarity	0.68	NPC158900
Remote Similarity	0.6798	NPC100566
Remote Similarity	0.6796	NPC187678
Remote Similarity	0.6793	NPC248642
Remote Similarity	0.6788	NPC323204
Remote Similarity	0.6788	NPC328750
Remote Similarity	0.6788	NPC188163
Remote Similarity	0.6788	NPC474915
Remote Similarity	0.6788	NPC213206
Remote Similarity	0.6778	NPC470739
Remote Similarity	0.6778	NPC477640
Remote Similarity	0.6778	NPC225597
Remote Similarity	0.6776	NPC244554
Remote Similarity	0.6776	NPC126284
Remote Similarity	0.6776	NPC267408
Remote Similarity	0.6765	NPC103379
Remote Similarity	0.6765	NPC477565
Remote Similarity	0.6761	NPC469479
Remote Similarity	0.676	NPC475686
Remote Similarity	0.676	NPC58766
Remote Similarity	0.6757	NPC156576
Remote Similarity	0.6746	NPC321505
Remote Similarity	0.6746	NPC90844
Remote Similarity	0.6746	NPC191376
Remote Similarity	0.6746	NPC179825
Remote Similarity	0.6746	NPC95075
Remote Similarity	0.6746	NPC253883
Remote Similarity	0.6744	NPC133011
Remote Similarity	0.6744	NPC82285
Remote Similarity	0.6743	NPC22014
Remote Similarity	0.6743	NPC7393
Remote Similarity	0.6742	NPC329717
Remote Similarity	0.6742	NPC304659
Remote Similarity	0.6742	NPC475204
Remote Similarity	0.6742	NPC475123
Remote Similarity	0.6742	NPC86144
Remote Similarity	0.674	NPC66341
Remote Similarity	0.674	NPC477020
Remote Similarity	0.674	NPC192135
Remote Similarity	0.6735	NPC24777
Remote Similarity	0.6732	NPC43275
Remote Similarity	0.6731	NPC211218
Remote Similarity	0.6727	NPC168861
Remote Similarity	0.6727	NPC314682
Remote Similarity	0.6726	NPC130926
Remote Similarity	0.6726	NPC9373
Remote Similarity	0.6725	NPC47672
Remote Similarity	0.6723	NPC293871
Remote Similarity	0.6723	NPC218614
Remote Similarity	0.6723	NPC124433
Remote Similarity	0.6723	NPC320104
Remote Similarity	0.6722	NPC311991
Remote Similarity	0.6722	NPC477562
Remote Similarity	0.6722	NPC474475
Remote Similarity	0.6722	NPC152212
Remote Similarity	0.6722	NPC109925
Remote Similarity	0.6722	NPC69712
Remote Similarity	0.6722	NPC26240
Remote Similarity	0.6712	NPC186469
Remote Similarity	0.6709	NPC218323
Remote Similarity	0.6708	NPC471953
Remote Similarity	0.6707	NPC253429
Remote Similarity	0.6706	NPC475959
Remote Similarity	0.6706	NPC7467
Remote Similarity	0.6705	NPC97072
Remote Similarity	0.6705	NPC215829
Remote Similarity	0.6704	NPC181653
Remote Similarity	0.6704	NPC252960
Remote Similarity	0.6704	NPC190332
Remote Similarity	0.6703	NPC475421
Remote Similarity	0.6702	NPC248822
Remote Similarity	0.669	NPC42383
Remote Similarity	0.6687	NPC475828
Remote Similarity	0.6687	NPC470925
Remote Similarity	0.6686	NPC476268
Remote Similarity	0.6685	NPC474507
Remote Similarity	0.6685	NPC76116
Remote Similarity	0.6685	NPC99179
Remote Similarity	0.6684	NPC214116
Remote Similarity	0.6667	NPC278799
Remote Similarity	0.6667	NPC276588
Remote Similarity	0.6667	NPC207757
Remote Similarity	0.6667	NPC54379
Remote Similarity	0.6667	NPC469817
Remote Similarity	0.6667	NPC110416
Remote Similarity	0.6667	NPC204828
Remote Similarity	0.6667	NPC8305
Remote Similarity	0.6667	NPC127674
Remote Similarity	0.6667	NPC135772
Remote Similarity	0.6667	NPC137627
Remote Similarity	0.6667	NPC189266
Remote Similarity	0.6667	NPC249797
Remote Similarity	0.6667	NPC66177
Remote Similarity	0.6667	NPC474470
Remote Similarity	0.6667	NPC184026
Remote Similarity	0.6667	NPC294249

Drug Structure

NPD4227 OpenBabel08211704332D 33 36 0 0 1 0 0 0 0 0999 V2000 -5.0955 -1.1922 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.6405 -5.3942 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3023 -5.8974 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9190 -4.3262 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2095 -6.2534 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8262 -4.6822 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6689 -0.7228 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5763 -1.0790 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2500 -4.5777 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5931 -1.6069 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8142 -1.6864 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8281 -3.1661 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1571 -4.9338 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2771 -2.3011 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.9714 -5.6458 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0524 -2.2942 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.1047 -3.6141 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.9071 -1.3305 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.1976 -3.2579 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.7216 -2.0426 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.2407 -2.1559 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.8668 -3.0063 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 -0.4357 -3.8654 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9745 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 0.9745 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.9745 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.8785 -6.0018 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.9745 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 P 0 0 0 0 0 0 0 0 0 0 0 0 -6.1479 -2.5119 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.1718 -3.1034 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.4618 0.8440 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8440 1.4618 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 21 1 0 0 0 0 2 27 1 0 0 0 0 3 5 1 0 0 0 0 3 13 2 0 0 0 0 4 6 2 0 0 0 0 4 13 1 0 0 0 0 5 15 2 0 0 0 0 6 15 1 0 0 0 0 7 8 1 0 0 0 0 7 18 1 0 0 0 0 8 20 1 0 0 0 0 9 13 1 0 0 0 0 9 17 1 0 0 0 0 10 14 1 0 0 0 0 10 20 1 0 0 0 0 11 20 1 0 0 0 0 12 14 1 0 0 0 0 12 22 1 0 0 0 0 14 21 1 1 0 0 0 15 27 1 0 0 0 0 16 11 1 1 0 0 0 16 18 1 0 0 0 0 16 19 1 0 0 0 0 17 19 1 0 0 0 0 17 22 1 6 0 0 0 18 28 1 6 0 0 0 19 23 1 6 0 0 0 20 22 1 1 0 0 0 21 30 1 0 0 0 0 23 31 1 0 0 0 0 24 29 1 0 0 0 0 24 32 1 0 0 0 0 25 29 1 0 0 0 0 25 33 1 0 0 0 0 26 29 2 0 0 0 0 28 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB006533
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	426.19
ALogP	-1.6461
MLogP	2.67
XLogP	0.432
HDA	7
HBD	4
Rotatable Bonds	11
TPSA	121.3
RO5 Violation	0