NPASS drugs

Drug Information

Drug ID:	NPD6411
Drug Name:	Simvastatin
Molecular Formula:	C25H38O5
Canonical SMILES:	CCC(C(=O)O[C@H]1C[C@@H](C)C=C2[C@H]1[C@@H](CC[C@@H]1C[C@@H](O)CC(=O)O1)[C@H](C=C2)C)(C)C
Standard InCHI:	InChI=1S/C25H38O5/c1-6-25(4,5)24(28)30-21-12-15(2)11-17-8-7-16(3)20(23(17)21)10-9-19-13-18(26)14-22(27)29-19/h7-8,11,15-16,18-21,23,26H,6,9-10,12-14H2,1-5H3/t15-,16-,18+,19+,20-,21-,23-/m0/s1
Standard InCHIKey:	RYMZZMVNJRMUDD-HGQWONQESA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD6411

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	123
0.1-0.2	596
0.2-0.3	2454
0.3-0.4	5140
0.4-0.5	10959
0.5-0.6	5112
0.6-0.7	4871
0.7-0.8	1613
0.8-0.85	17
0.85-0.9	1
0.9-0.95	2
0.95-1	2

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	NPC36491
High Similarity	0.9765	NPC97577
High Similarity	0.931	NPC256902
High Similarity	0.931	NPC118193
High Similarity	0.8539	NPC475753
Intermediate Similarity	0.8427	NPC76333
Intermediate Similarity	0.8298	NPC80365
Intermediate Similarity	0.8242	NPC86005
Intermediate Similarity	0.8229	NPC21728
Intermediate Similarity	0.8182	NPC14044
Intermediate Similarity	0.8182	NPC117960
Intermediate Similarity	0.8182	NPC172309
Intermediate Similarity	0.8161	NPC158565
Intermediate Similarity	0.8132	NPC262085
Intermediate Similarity	0.8132	NPC476982
Intermediate Similarity	0.8125	NPC120708
Intermediate Similarity	0.809	NPC73882
Intermediate Similarity	0.8085	NPC301244
Intermediate Similarity	0.8065	NPC469866
Intermediate Similarity	0.8065	NPC471342
Intermediate Similarity	0.8021	NPC195715
Intermediate Similarity	0.8	NPC476983
Intermediate Similarity	0.798	NPC469657
Intermediate Similarity	0.798	NPC244456
Intermediate Similarity	0.7978	NPC476988
Intermediate Similarity	0.7957	NPC24816
Intermediate Similarity	0.7955	NPC100906
Intermediate Similarity	0.7938	NPC471153
Intermediate Similarity	0.7938	NPC469369
Intermediate Similarity	0.7938	NPC469528
Intermediate Similarity	0.7935	NPC325594
Intermediate Similarity	0.7935	NPC73038
Intermediate Similarity	0.7935	NPC476104
Intermediate Similarity	0.7921	NPC213366
Intermediate Similarity	0.7917	NPC78580
Intermediate Similarity	0.7917	NPC184006
Intermediate Similarity	0.7917	NPC23621
Intermediate Similarity	0.7917	NPC474529
Intermediate Similarity	0.79	NPC473163
Intermediate Similarity	0.79	NPC475558
Intermediate Similarity	0.79	NPC473788
Intermediate Similarity	0.7895	NPC966
Intermediate Similarity	0.7895	NPC228784
Intermediate Similarity	0.7895	NPC324341
Intermediate Similarity	0.7895	NPC288833
Intermediate Similarity	0.7895	NPC26888
Intermediate Similarity	0.7895	NPC6255
Intermediate Similarity	0.7895	NPC471588
Intermediate Similarity	0.7895	NPC282616
Intermediate Similarity	0.7895	NPC155120
Intermediate Similarity	0.7872	NPC77168
Intermediate Similarity	0.7872	NPC102414
Intermediate Similarity	0.7872	NPC474700
Intermediate Similarity	0.7872	NPC84271
Intermediate Similarity	0.7865	NPC103634
Intermediate Similarity	0.785	NPC476963
Intermediate Similarity	0.7849	NPC477926
Intermediate Similarity	0.7849	NPC477959
Intermediate Similarity	0.7849	NPC298904
Intermediate Similarity	0.7841	NPC4827
Intermediate Similarity	0.7835	NPC88310
Intermediate Similarity	0.7835	NPC317586
Intermediate Similarity	0.7835	NPC23241
Intermediate Similarity	0.7835	NPC134067
Intermediate Similarity	0.7835	NPC470016
Intermediate Similarity	0.7835	NPC263347
Intermediate Similarity	0.7826	NPC471344
Intermediate Similarity	0.7822	NPC90177
Intermediate Similarity	0.7812	NPC86368
Intermediate Similarity	0.7802	NPC476100
Intermediate Similarity	0.7802	NPC312480
Intermediate Similarity	0.7789	NPC148414
Intermediate Similarity	0.7789	NPC111585
Intermediate Similarity	0.7789	NPC470589
Intermediate Similarity	0.7789	NPC46281
Intermediate Similarity	0.7789	NPC86372
Intermediate Similarity	0.7789	NPC474728
Intermediate Similarity	0.7789	NPC111110
Intermediate Similarity	0.7789	NPC172361
Intermediate Similarity	0.7789	NPC126369
Intermediate Similarity	0.7789	NPC20388
Intermediate Similarity	0.7789	NPC175628
Intermediate Similarity	0.7778	NPC58942
Intermediate Similarity	0.7778	NPC473420
Intermediate Similarity	0.7778	NPC476959
Intermediate Similarity	0.7778	NPC327002
Intermediate Similarity	0.7778	NPC142163
Intermediate Similarity	0.7778	NPC14151
Intermediate Similarity	0.7778	NPC260149
Intermediate Similarity	0.7778	NPC471717
Intermediate Similarity	0.7778	NPC477813
Intermediate Similarity	0.7778	NPC164349
Intermediate Similarity	0.7766	NPC242864
Intermediate Similarity	0.7766	NPC1753
Intermediate Similarity	0.7766	NPC474511
Intermediate Similarity	0.7765	NPC320119
Intermediate Similarity	0.7757	NPC473898
Intermediate Similarity	0.7755	NPC9487
Intermediate Similarity	0.7755	NPC269492
Intermediate Similarity	0.7755	NPC98874
Intermediate Similarity	0.7755	NPC476318
Intermediate Similarity	0.7755	NPC132824
Intermediate Similarity	0.7755	NPC173272
Intermediate Similarity	0.7755	NPC476327
Intermediate Similarity	0.7755	NPC88847
Intermediate Similarity	0.7753	NPC327674
Intermediate Similarity	0.7753	NPC82488
Intermediate Similarity	0.7753	NPC308545
Intermediate Similarity	0.7745	NPC475036
Intermediate Similarity	0.7745	NPC239162
Intermediate Similarity	0.7745	NPC96268
Intermediate Similarity	0.7742	NPC116575
Intermediate Similarity	0.7742	NPC82979
Intermediate Similarity	0.7732	NPC240617
Intermediate Similarity	0.7732	NPC222047
Intermediate Similarity	0.7732	NPC470958
Intermediate Similarity	0.7732	NPC209868
Intermediate Similarity	0.7732	NPC469406
Intermediate Similarity	0.7732	NPC470957
Intermediate Similarity	0.7732	NPC166906
Intermediate Similarity	0.7727	NPC469867
Intermediate Similarity	0.7717	NPC471343
Intermediate Similarity	0.7708	NPC470590
Intermediate Similarity	0.7708	NPC77099
Intermediate Similarity	0.7708	NPC285184
Intermediate Similarity	0.7708	NPC60755
Intermediate Similarity	0.7708	NPC297265
Intermediate Similarity	0.77	NPC473576
Intermediate Similarity	0.77	NPC35751
Intermediate Similarity	0.77	NPC472972
Intermediate Similarity	0.77	NPC475156
Intermediate Similarity	0.77	NPC476299
Intermediate Similarity	0.77	NPC474012
Intermediate Similarity	0.7692	NPC15910
Intermediate Similarity	0.7692	NPC220155
Intermediate Similarity	0.7692	NPC89171
Intermediate Similarity	0.7692	NPC474979
Intermediate Similarity	0.7692	NPC476802
Intermediate Similarity	0.7684	NPC198664
Intermediate Similarity	0.7684	NPC61543
Intermediate Similarity	0.7684	NPC293048
Intermediate Similarity	0.7684	NPC161751
Intermediate Similarity	0.7684	NPC225585
Intermediate Similarity	0.7684	NPC470588
Intermediate Similarity	0.7684	NPC234346
Intermediate Similarity	0.7684	NPC59263
Intermediate Similarity	0.7684	NPC474889
Intermediate Similarity	0.7684	NPC474972
Intermediate Similarity	0.7684	NPC127689
Intermediate Similarity	0.7684	NPC130520
Intermediate Similarity	0.7684	NPC474570
Intermediate Similarity	0.7684	NPC474686
Intermediate Similarity	0.7684	NPC263393
Intermediate Similarity	0.7684	NPC274330
Intermediate Similarity	0.7684	NPC270768
Intermediate Similarity	0.7684	NPC143232
Intermediate Similarity	0.7684	NPC95246
Intermediate Similarity	0.7684	NPC475921
Intermediate Similarity	0.7684	NPC474704
Intermediate Similarity	0.7684	NPC121798
Intermediate Similarity	0.7677	NPC158347
Intermediate Similarity	0.7677	NPC254496
Intermediate Similarity	0.7677	NPC475438
Intermediate Similarity	0.7677	NPC285513
Intermediate Similarity	0.7677	NPC473456
Intermediate Similarity	0.7677	NPC89225
Intermediate Similarity	0.7677	NPC26413
Intermediate Similarity	0.766	NPC158141
Intermediate Similarity	0.766	NPC96496
Intermediate Similarity	0.766	NPC71507
Intermediate Similarity	0.766	NPC187376
Intermediate Similarity	0.766	NPC233836
Intermediate Similarity	0.766	NPC173089
Intermediate Similarity	0.766	NPC159046
Intermediate Similarity	0.7653	NPC45324
Intermediate Similarity	0.7653	NPC209355
Intermediate Similarity	0.7653	NPC148523
Intermediate Similarity	0.7653	NPC222845
Intermediate Similarity	0.7653	NPC469599
Intermediate Similarity	0.7653	NPC32118
Intermediate Similarity	0.7653	NPC48330
Intermediate Similarity	0.7653	NPC473240
Intermediate Similarity	0.7653	NPC162001
Intermediate Similarity	0.7653	NPC266899
Intermediate Similarity	0.7647	NPC159442
Intermediate Similarity	0.7642	NPC474315
Intermediate Similarity	0.764	NPC470905
Intermediate Similarity	0.764	NPC476986
Intermediate Similarity	0.764	NPC321514
Intermediate Similarity	0.7634	NPC329738
Intermediate Similarity	0.7634	NPC476602
Intermediate Similarity	0.7629	NPC477436
Intermediate Similarity	0.7629	NPC474806
Intermediate Similarity	0.7629	NPC298554
Intermediate Similarity	0.7629	NPC477435
Intermediate Similarity	0.7629	NPC133579
Intermediate Similarity	0.7629	NPC229281
Intermediate Similarity	0.7629	NPC152897
Intermediate Similarity	0.7629	NPC66429
Intermediate Similarity	0.7629	NPC206810

Drug Structure

NPD6411 OpenBabel08211709092D 31 33 0 0 1 0 0 0 0 0999 V2000 -5.1962 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8301 -2.6340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3301 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -3.5000 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 -3.4641 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 6 1 0 0 0 0 4 25 1 0 0 0 0 5 25 1 0 0 0 0 6 25 1 0 0 0 0 7 8 2 0 0 0 0 7 16 1 0 0 0 0 8 17 1 0 0 0 0 9 10 1 0 0 0 0 11 15 1 0 0 0 0 11 17 2 0 0 0 0 12 15 1 0 0 0 0 12 21 1 0 0 0 0 13 18 1 0 0 0 0 13 19 1 0 0 0 0 14 18 1 0 0 0 0 14 22 1 0 0 0 0 15 2 1 1 0 0 0 16 3 1 6 0 0 0 16 20 1 0 0 0 0 18 26 1 6 0 0 0 19 9 1 1 0 0 0 19 29 1 0 0 0 0 20 10 1 6 0 0 0 20 23 1 0 0 0 0 21 23 1 0 0 0 0 21 30 1 1 0 0 0 22 27 2 0 0 0 0 22 29 1 0 0 0 0 23 17 1 1 0 0 0 24 25 1 0 0 0 0 24 28 2 0 0 0 0 24 30 1 0 0 0 0 26 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000552; DNCL001909; DAP001519
DrugBank	DB00641
ChEMBL	CHEMBL1064
IUPHAR/BPS	2955
PharmaGKB	PA451363
KEGG Drug	D00434
PubChem CID	54454
ChEBI	9150
CAS Number	79902-63-9

Drug Properties

Molecular Weight	418.27
ALogP	1.0638
MLogP	3.66
XLogP	4.775
HDA	5
HBD	1
Rotatable Bonds	13
TPSA	72.83
RO5 Violation	0