NPASS drugs

Drug Information

Drug ID:	NPD6052
Drug Name:	Spironolactone
Molecular Formula:	C24H32O4S
Canonical SMILES:	CC(=O)S[C@@H]1CC2=CC(=O)CC[C@@]2([C@@H]2[C@@H]1[C@@H]1CC[C@]3([C@]1(CC2)C)CCC(=O)O3)C
Standard InCHI:	InChI=1S/C24H32O4S/c1-14(25)29-19-13-15-12-16(26)4-8-22(15,2)17-5-9-23(3)18(21(17)19)6-10-24(23)11-7-20(27)28-24/h12,17-19,21H,4-11,13H2,1-3H3/t17-,18-,19+,21+,22-,23-,24+/m0/s1
Standard InCHIKey:	LXMSZDCAJNLERA-ZHYRCANASA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD6052

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	156
0.1-0.2	1100
0.2-0.3	5019
0.3-0.4	11647
0.4-0.5	5218
0.5-0.6	5369
0.6-0.7	2243
0.7-0.8	134
0.8-0.85	4
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	0.8163	NPC305039
Intermediate Similarity	0.8061	NPC28227
Intermediate Similarity	0.802	NPC472223
Intermediate Similarity	0.802	NPC472224
Intermediate Similarity	0.7938	NPC470223
Intermediate Similarity	0.7864	NPC322063
Intermediate Similarity	0.7857	NPC195640
Intermediate Similarity	0.7755	NPC323765
Intermediate Similarity	0.7745	NPC472226
Intermediate Similarity	0.7745	NPC472225
Intermediate Similarity	0.7653	NPC100391
Intermediate Similarity	0.7624	NPC473039
Intermediate Similarity	0.7619	NPC475894
Intermediate Similarity	0.76	NPC136948
Intermediate Similarity	0.7593	NPC36321
Intermediate Similarity	0.7547	NPC271387
Intermediate Similarity	0.7547	NPC153792
Intermediate Similarity	0.7523	NPC164835
Intermediate Similarity	0.7523	NPC228669
Intermediate Similarity	0.75	NPC118987
Intermediate Similarity	0.75	NPC294266
Intermediate Similarity	0.7476	NPC154101
Intermediate Similarity	0.7476	NPC150383
Intermediate Similarity	0.7451	NPC262043
Intermediate Similarity	0.7449	NPC321289
Intermediate Similarity	0.7449	NPC320514
Intermediate Similarity	0.7449	NPC327969
Intermediate Similarity	0.7449	NPC193347
Intermediate Similarity	0.7449	NPC100297
Intermediate Similarity	0.7449	NPC240302
Intermediate Similarity	0.7429	NPC469599
Intermediate Similarity	0.7426	NPC167877
Intermediate Similarity	0.7423	NPC170038
Intermediate Similarity	0.74	NPC29447
Intermediate Similarity	0.7387	NPC220974
Intermediate Similarity	0.7383	NPC176845
Intermediate Similarity	0.7347	NPC147066
Intermediate Similarity	0.7347	NPC477372
Intermediate Similarity	0.7347	NPC232625
Intermediate Similarity	0.7339	NPC22388
Intermediate Similarity	0.7333	NPC56525
Intermediate Similarity	0.7308	NPC218301
Intermediate Similarity	0.73	NPC320801
Intermediate Similarity	0.73	NPC144258
Intermediate Similarity	0.7292	NPC472300
Intermediate Similarity	0.729	NPC292133
Intermediate Similarity	0.729	NPC107243
Intermediate Similarity	0.729	NPC57416
Intermediate Similarity	0.729	NPC187159
Intermediate Similarity	0.7282	NPC215029
Intermediate Similarity	0.7282	NPC474570
Intermediate Similarity	0.7282	NPC285982
Intermediate Similarity	0.7282	NPC476733
Intermediate Similarity	0.7282	NPC477943
Intermediate Similarity	0.7273	NPC133391
Intermediate Similarity	0.7273	NPC258153
Intermediate Similarity	0.7273	NPC476458
Intermediate Similarity	0.7273	NPC140723
Intermediate Similarity	0.7264	NPC171395
Intermediate Similarity	0.7238	NPC470224
Intermediate Similarity	0.7222	NPC252295
Intermediate Similarity	0.7207	NPC472228
Intermediate Similarity	0.7207	NPC255309
Intermediate Similarity	0.7207	NPC472227
Intermediate Similarity	0.72	NPC477373
Intermediate Similarity	0.72	NPC168188
Intermediate Similarity	0.72	NPC271784
Intermediate Similarity	0.72	NPC469561
Intermediate Similarity	0.72	NPC470015
Intermediate Similarity	0.72	NPC477852
Intermediate Similarity	0.7196	NPC111684
Intermediate Similarity	0.7196	NPC58052
Intermediate Similarity	0.7182	NPC271266
Intermediate Similarity	0.7182	NPC308351
Intermediate Similarity	0.7172	NPC38350
Intermediate Similarity	0.7172	NPC278459
Intermediate Similarity	0.7172	NPC201912
Intermediate Similarity	0.7157	NPC264127
Intermediate Similarity	0.7157	NPC470051
Intermediate Similarity	0.7157	NPC470050
Intermediate Similarity	0.7143	NPC96377
Intermediate Similarity	0.7143	NPC204341
Intermediate Similarity	0.7143	NPC477371
Intermediate Similarity	0.7132	NPC250312
Intermediate Similarity	0.713	NPC43775
Intermediate Similarity	0.713	NPC23680
Intermediate Similarity	0.7115	NPC326627
Intermediate Similarity	0.7115	NPC310010
Intermediate Similarity	0.7115	NPC54689
Intermediate Similarity	0.7103	NPC280877
Intermediate Similarity	0.71	NPC260956
Intermediate Similarity	0.7091	NPC99411
Intermediate Similarity	0.7091	NPC474327
Intermediate Similarity	0.7087	NPC96496
Intermediate Similarity	0.7075	NPC152897
Intermediate Similarity	0.7075	NPC243866
Intermediate Similarity	0.7075	NPC233118
Intermediate Similarity	0.7075	NPC475700
Intermediate Similarity	0.7075	NPC470376
Intermediate Similarity	0.7075	NPC66429
Intermediate Similarity	0.7075	NPC470375
Intermediate Similarity	0.7071	NPC474956
Intermediate Similarity	0.7059	NPC474218
Intermediate Similarity	0.7059	NPC94531
Intermediate Similarity	0.7059	NPC123319
Intermediate Similarity	0.7059	NPC311702
Intermediate Similarity	0.7059	NPC11711
Intermediate Similarity	0.7054	NPC235889
Intermediate Similarity	0.7048	NPC171441
Intermediate Similarity	0.7048	NPC472866
Intermediate Similarity	0.7048	NPC474842
Intermediate Similarity	0.7048	NPC471896
Intermediate Similarity	0.7048	NPC475965
Intermediate Similarity	0.7041	NPC469996
Intermediate Similarity	0.7037	NPC155676
Intermediate Similarity	0.7037	NPC307164
Intermediate Similarity	0.7034	NPC49492
Intermediate Similarity	0.7034	NPC266728
Intermediate Similarity	0.703	NPC69279
Intermediate Similarity	0.703	NPC167103
Intermediate Similarity	0.703	NPC83569
Intermediate Similarity	0.7027	NPC473928
Intermediate Similarity	0.7019	NPC472220
Intermediate Similarity	0.7019	NPC472870
Intermediate Similarity	0.7019	NPC117122
Intermediate Similarity	0.7019	NPC474845
Intermediate Similarity	0.7019	NPC97884
Intermediate Similarity	0.7019	NPC294480
Intermediate Similarity	0.7019	NPC226863
Intermediate Similarity	0.7018	NPC470269
Intermediate Similarity	0.7009	NPC159410
Intermediate Similarity	0.7009	NPC124207
Intermediate Similarity	0.7009	NPC52634
Intermediate Similarity	0.7	NPC218383
Intermediate Similarity	0.7	NPC474955
Intermediate Similarity	0.7	NPC471898
Intermediate Similarity	0.7	NPC470906
Intermediate Similarity	0.7	NPC475665
Remote Similarity	0.6991	NPC181265
Remote Similarity	0.6991	NPC127790
Remote Similarity	0.6991	NPC196528
Remote Similarity	0.6991	NPC469874
Remote Similarity	0.6991	NPC470309
Remote Similarity	0.6991	NPC470267
Remote Similarity	0.699	NPC472869
Remote Similarity	0.6981	NPC190442
Remote Similarity	0.6972	NPC476253
Remote Similarity	0.6972	NPC226986
Remote Similarity	0.6972	NPC151488
Remote Similarity	0.697	NPC471475
Remote Similarity	0.697	NPC215843
Remote Similarity	0.6964	NPC236390
Remote Similarity	0.6961	NPC321187
Remote Similarity	0.6961	NPC472480
Remote Similarity	0.6961	NPC58841
Remote Similarity	0.6961	NPC209882
Remote Similarity	0.6961	NPC156981
Remote Similarity	0.6961	NPC82902
Remote Similarity	0.6961	NPC85774
Remote Similarity	0.6961	NPC227064
Remote Similarity	0.6961	NPC214043
Remote Similarity	0.6961	NPC164577
Remote Similarity	0.6961	NPC96095
Remote Similarity	0.6961	NPC161423
Remote Similarity	0.6961	NPC329043
Remote Similarity	0.6957	NPC258543
Remote Similarity	0.6957	NPC241927
Remote Similarity	0.6957	NPC304495
Remote Similarity	0.6952	NPC173042
Remote Similarity	0.6952	NPC177141
Remote Similarity	0.6952	NPC474679
Remote Similarity	0.6949	NPC471398
Remote Similarity	0.6944	NPC184848
Remote Similarity	0.6944	NPC69548
Remote Similarity	0.6944	NPC263347
Remote Similarity	0.6944	NPC33473
Remote Similarity	0.6939	NPC165711
Remote Similarity	0.6937	NPC310981
Remote Similarity	0.693	NPC44063
Remote Similarity	0.6923	NPC475524
Remote Similarity	0.6923	NPC30421
Remote Similarity	0.6923	NPC312215
Remote Similarity	0.6923	NPC128644
Remote Similarity	0.6923	NPC100267
Remote Similarity	0.6923	NPC317590
Remote Similarity	0.6916	NPC229976
Remote Similarity	0.6916	NPC474807
Remote Similarity	0.6916	NPC107674
Remote Similarity	0.6916	NPC141497
Remote Similarity	0.6916	NPC476416
Remote Similarity	0.6916	NPC25750
Remote Similarity	0.6916	NPC79117
Remote Similarity	0.6916	NPC170220
Remote Similarity	0.6916	NPC474185
Remote Similarity	0.6909	NPC197386
Remote Similarity	0.6909	NPC471582
Remote Similarity	0.6909	NPC477813
Remote Similarity	0.6909	NPC166745
Remote Similarity	0.6909	NPC235464
Remote Similarity	0.6903	NPC189616

Drug Structure

NPD6052 OpenBabel08211708292D 29 33 0 0 1 0 0 0 0 0999 V2000 -4.6140 3.2444 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8819 -1.7556 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5621 -0.5646 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6140 -2.7556 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0159 -1.2556 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8080 1.7226 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2024 1.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7480 -2.2556 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1499 -0.7556 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8135 1.8271 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3364 1.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4800 -1.2556 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6140 0.2444 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6140 2.2444 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6140 -0.7556 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4800 -2.2556 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8819 -0.7556 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.0159 0.7444 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.7480 0.7444 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.9945 0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8819 0.2444 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.7480 -1.2556 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.1499 0.2444 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.4067 0.9135 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.4800 1.7444 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.3460 -2.7556 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6637 -0.6386 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 -3.7480 1.7444 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1 14 1 0 0 0 0 2 22 1 0 0 0 0 3 23 1 0 0 0 0 4 8 1 0 0 0 0 4 16 1 0 0 0 0 5 9 1 0 0 0 0 5 17 1 0 0 0 0 6 10 1 0 0 0 0 6 18 1 0 0 0 0 7 11 1 0 0 0 0 7 20 1 0 0 0 0 8 22 1 0 0 0 0 9 23 1 0 0 0 0 10 24 1 0 0 0 0 11 24 1 0 0 0 0 12 15 2 0 0 0 0 12 16 1 0 0 0 0 13 15 1 0 0 0 0 13 19 1 0 0 0 0 14 25 2 0 0 0 0 14 29 1 0 0 0 0 15 22 1 0 0 0 0 16 26 2 0 0 0 0 17 21 1 0 0 0 0 17 22 1 6 0 0 0 18 21 1 0 0 0 0 18 23 1 6 0 0 0 19 21 1 0 0 0 0 19 29 1 1 0 0 0 20 27 2 0 0 0 0 20 28 1 0 0 0 0 23 24 1 0 0 0 0 24 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000297
DrugBank	DB00421
ChEMBL	CHEMBL1393
IUPHAR/BPS	2875
PharmaGKB	PA451483
KEGG Drug	D00443
PubChem CID	5833
ChEBI	9241
CAS Number	52-01-7

Drug Properties

Molecular Weight	416.20
ALogP	1.4012
MLogP	3.55
XLogP	3.445
HDA	4
HBD	0
Rotatable Bonds	5
TPSA	85.74
RO5 Violation	0