NPASS drugs

Drug Information

Drug ID:	NPD3610
Drug Name:	Pergolide
Molecular Formula:	C19H26N2S
Canonical SMILES:	CCCN1C[C@H](CSC)C[C@H]2[C@H]1Cc1c[nH]c3c1c2ccc3
Standard InCHI:	InChI=1S/C19H26N2S/c1-3-7-21-11-13(12-22-2)8-16-15-5-4-6-17-19(15)14(10-20-17)9-18(16)21/h4-6,10,13,16,18,20H,3,7-9,11-12H2,1-2H3/t13-,16-,18-/m1/s1
Standard InCHIKey:	YEHCICAEULNIGD-MZMPZRCHSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD3610

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	781
0.1-0.2	6481
0.2-0.3	15947
0.3-0.4	3859
0.4-0.5	1600
0.5-0.6	1171
0.6-0.7	736
0.7-0.8	251
0.8-0.85	47
0.85-0.9	14
0.9-0.95	3
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
High Similarity	0.9481	NPC56765
High Similarity	0.9231	NPC206819
High Similarity	0.9231	NPC318065
High Similarity	0.8987	NPC41257
High Similarity	0.8938	NPC90723
High Similarity	0.8924	NPC286427
High Similarity	0.8846	NPC33421
High Similarity	0.8812	NPC44773
High Similarity	0.8812	NPC215584
High Similarity	0.872	NPC194411
High Similarity	0.8671	NPC470823
High Similarity	0.8563	NPC275305
High Similarity	0.8563	NPC37423
High Similarity	0.8553	NPC216713
High Similarity	0.8521	NPC215795
High Similarity	0.8521	NPC176199
High Similarity	0.8506	NPC73767
Intermediate Similarity	0.8462	NPC68354
Intermediate Similarity	0.8452	NPC469768
Intermediate Similarity	0.8452	NPC469779
Intermediate Similarity	0.8452	NPC469780
Intermediate Similarity	0.8452	NPC469767
Intermediate Similarity	0.8452	NPC469783
Intermediate Similarity	0.8452	NPC469784
Intermediate Similarity	0.8452	NPC469761
Intermediate Similarity	0.8397	NPC469766
Intermediate Similarity	0.8395	NPC51054
Intermediate Similarity	0.8387	NPC110126
Intermediate Similarity	0.8385	NPC200214
Intermediate Similarity	0.8377	NPC84911
Intermediate Similarity	0.8375	NPC53947
Intermediate Similarity	0.8365	NPC471957
Intermediate Similarity	0.8323	NPC470233
Intermediate Similarity	0.8312	NPC96102
Intermediate Similarity	0.8312	NPC29886
Intermediate Similarity	0.8312	NPC261195
Intermediate Similarity	0.8295	NPC95783
Intermediate Similarity	0.8272	NPC325903
Intermediate Similarity	0.8258	NPC105127
Intermediate Similarity	0.825	NPC21605
Intermediate Similarity	0.8199	NPC321911
Intermediate Similarity	0.8187	NPC288838
Intermediate Similarity	0.8165	NPC63157
Intermediate Similarity	0.8165	NPC473868
Intermediate Similarity	0.8141	NPC314102
Intermediate Similarity	0.8141	NPC251722
Intermediate Similarity	0.8137	NPC469811
Intermediate Similarity	0.8137	NPC201380
Intermediate Similarity	0.8137	NPC179787
Intermediate Similarity	0.8125	NPC314372
Intermediate Similarity	0.8121	NPC216643
Intermediate Similarity	0.8113	NPC190296
Intermediate Similarity	0.8101	NPC279081
Intermediate Similarity	0.8101	NPC59084
Intermediate Similarity	0.8089	NPC169433
Intermediate Similarity	0.8077	NPC325252
Intermediate Similarity	0.8075	NPC63545
Intermediate Similarity	0.8052	NPC82295
Intermediate Similarity	0.8038	NPC88097
Intermediate Similarity	0.8037	NPC105818
Intermediate Similarity	0.8037	NPC24678
Intermediate Similarity	0.8035	NPC248454
Intermediate Similarity	0.8025	NPC477134
Intermediate Similarity	0.8013	NPC198988
Intermediate Similarity	0.7987	NPC230002
Intermediate Similarity	0.7987	NPC2949
Intermediate Similarity	0.7977	NPC280852
Intermediate Similarity	0.7963	NPC143872
Intermediate Similarity	0.7939	NPC469786
Intermediate Similarity	0.7939	NPC73952
Intermediate Similarity	0.7939	NPC469763
Intermediate Similarity	0.7939	NPC259644
Intermediate Similarity	0.7939	NPC469765
Intermediate Similarity	0.7939	NPC25008
Intermediate Similarity	0.7939	NPC469760
Intermediate Similarity	0.7929	NPC317105
Intermediate Similarity	0.7925	NPC312092
Intermediate Similarity	0.7901	NPC159856
Intermediate Similarity	0.7895	NPC201700
Intermediate Similarity	0.7892	NPC70922
Intermediate Similarity	0.7892	NPC75540
Intermediate Similarity	0.7892	NPC212376
Intermediate Similarity	0.7892	NPC80597
Intermediate Similarity	0.7892	NPC211572
Intermediate Similarity	0.7871	NPC282398
Intermediate Similarity	0.787	NPC470203
Intermediate Similarity	0.7857	NPC135141
Intermediate Similarity	0.7857	NPC475990
Intermediate Similarity	0.7857	NPC474880
Intermediate Similarity	0.7857	NPC221786
Intermediate Similarity	0.7857	NPC92796
Intermediate Similarity	0.7853	NPC163055
Intermediate Similarity	0.7836	NPC49954
Intermediate Similarity	0.7836	NPC474561
Intermediate Similarity	0.7829	NPC151939
Intermediate Similarity	0.7821	NPC475450
Intermediate Similarity	0.7818	NPC40070
Intermediate Similarity	0.7811	NPC122141
Intermediate Similarity	0.7811	NPC470204
Intermediate Similarity	0.7803	NPC201634
Intermediate Similarity	0.7799	NPC150259
Intermediate Similarity	0.7798	NPC236711
Intermediate Similarity	0.7791	NPC63751
Intermediate Similarity	0.7784	NPC34844
Intermediate Similarity	0.7771	NPC474958
Intermediate Similarity	0.7756	NPC22079
Intermediate Similarity	0.7756	NPC475428
Intermediate Similarity	0.7753	NPC19679
Intermediate Similarity	0.7751	NPC6436
Intermediate Similarity	0.774	NPC300688
Intermediate Similarity	0.7738	NPC469785
Intermediate Similarity	0.7736	NPC218268
Intermediate Similarity	0.7733	NPC160105
Intermediate Similarity	0.7725	NPC141926
Intermediate Similarity	0.7711	NPC148592
Intermediate Similarity	0.7707	NPC179365
Intermediate Similarity	0.7706	NPC229173
Intermediate Similarity	0.7705	NPC316359
Intermediate Similarity	0.7705	NPC315617
Intermediate Similarity	0.7692	NPC469762
Intermediate Similarity	0.7692	NPC473587
Intermediate Similarity	0.7683	NPC204141
Intermediate Similarity	0.7661	NPC282231
Intermediate Similarity	0.7658	NPC473930
Intermediate Similarity	0.7654	NPC115611
Intermediate Similarity	0.7644	NPC91895
Intermediate Similarity	0.764	NPC164228
Intermediate Similarity	0.7628	NPC473762
Intermediate Similarity	0.7616	NPC194640
Intermediate Similarity	0.7616	NPC311276
Intermediate Similarity	0.7613	NPC250361
Intermediate Similarity	0.7609	NPC316018
Intermediate Similarity	0.7609	NPC314058
Intermediate Similarity	0.7602	NPC279918
Intermediate Similarity	0.76	NPC82331
Intermediate Similarity	0.759	NPC470111
Intermediate Similarity	0.7588	NPC193740
Intermediate Similarity	0.7588	NPC167635
Intermediate Similarity	0.7584	NPC213468
Intermediate Similarity	0.7576	NPC285731
Intermediate Similarity	0.7576	NPC470440
Intermediate Similarity	0.7561	NPC20144
Intermediate Similarity	0.7557	NPC477611
Intermediate Similarity	0.7557	NPC314603
Intermediate Similarity	0.754	NPC229332
Intermediate Similarity	0.7532	NPC46358
Intermediate Similarity	0.7529	NPC476464
Intermediate Similarity	0.7528	NPC59269
Intermediate Similarity	0.7527	NPC294693
Intermediate Similarity	0.7514	NPC21174
Intermediate Similarity	0.7514	NPC329688
Intermediate Similarity	0.7514	NPC189812
Intermediate Similarity	0.7514	NPC40779
Intermediate Similarity	0.7514	NPC271797
Intermediate Similarity	0.7514	NPC162799
Intermediate Similarity	0.7484	NPC27740
Intermediate Similarity	0.7471	NPC274229
Intermediate Similarity	0.7471	NPC476219
Intermediate Similarity	0.7469	NPC125746
Intermediate Similarity	0.7468	NPC41174
Intermediate Similarity	0.7458	NPC313791
Intermediate Similarity	0.7444	NPC314919
Intermediate Similarity	0.7443	NPC474897
Intermediate Similarity	0.7432	NPC94752
Intermediate Similarity	0.7429	NPC49217
Intermediate Similarity	0.7429	NPC54988
Intermediate Similarity	0.7427	NPC184476
Intermediate Similarity	0.7425	NPC316069
Intermediate Similarity	0.7419	NPC47190
Intermediate Similarity	0.7418	NPC228835
Intermediate Similarity	0.7416	NPC293216
Intermediate Similarity	0.7414	NPC472587
Intermediate Similarity	0.7414	NPC149265
Intermediate Similarity	0.7407	NPC265576
Intermediate Similarity	0.7403	NPC233936
Intermediate Similarity	0.7399	NPC131718
Intermediate Similarity	0.7389	NPC11126
Intermediate Similarity	0.7378	NPC104483
Intermediate Similarity	0.7371	NPC17751
Intermediate Similarity	0.7371	NPC280864
Intermediate Similarity	0.7368	NPC476297
Intermediate Similarity	0.7368	NPC38736
Intermediate Similarity	0.736	NPC110602
Intermediate Similarity	0.736	NPC75726
Intermediate Similarity	0.736	NPC31385
Intermediate Similarity	0.7356	NPC225018
Intermediate Similarity	0.7354	NPC272483
Intermediate Similarity	0.7351	NPC103119
Intermediate Similarity	0.7345	NPC280548
Intermediate Similarity	0.7345	NPC97343
Intermediate Similarity	0.7341	NPC474791
Intermediate Similarity	0.7341	NPC230869
Intermediate Similarity	0.7337	NPC474707
Intermediate Similarity	0.7337	NPC2272
Intermediate Similarity	0.7337	NPC37548
Intermediate Similarity	0.7333	NPC145885
Intermediate Similarity	0.7333	NPC84827
Intermediate Similarity	0.7333	NPC14113
Intermediate Similarity	0.7333	NPC284635
Intermediate Similarity	0.7325	NPC166424

Drug Structure

NPD3610 OpenBabel08211703112D 23 26 0 0 1 0 0 0 0 0999 V2000 0.8176 2.3619 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2315 -1.8198 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8178 1.4172 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3329 -3.1419 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5554 -2.6930 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1103 -2.6930 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0002 0.9447 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0004 -1.7956 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5550 0.0002 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1101 0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7774 -0.4491 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5952 -1.8194 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7772 -1.3469 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.3328 -0.4486 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5554 -1.7955 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7778 -1.3465 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.1103 -1.7950 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7776 -0.4487 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.3327 -1.3465 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8877 -1.3461 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.4135 -1.3473 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 4.7911 -1.5881 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 22 1 0 0 0 0 3 7 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 15 1 0 0 0 0 6 17 2 0 0 0 0 7 21 1 0 0 0 0 8 13 1 0 0 0 0 9 14 1 0 0 0 0 10 14 2 0 0 0 0 10 20 1 0 0 0 0 11 13 1 0 0 0 0 11 21 1 0 0 0 0 12 22 1 0 0 0 0 13 12 1 1 0 0 0 14 19 1 0 0 0 0 15 16 1 0 0 0 0 15 19 2 0 0 0 0 16 8 1 1 0 0 0 16 18 1 0 0 0 0 17 19 1 0 0 0 0 17 20 1 0 0 0 0 18 9 1 6 0 0 0 18 21 1 0 0 0 0 20 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000069
DrugBank	DB01186
ChEMBL	CHEMBL531
IUPHAR/BPS	48
PharmaGKB	PA450873
KEGG Drug
PubChem CID	47811
ChEBI	63617
CAS Number	66104-22-1

Drug Properties

Molecular Weight	314.18
ALogP	-0.454
MLogP	3.22
XLogP	4.295
HDA	2
HBD	1
Rotatable Bonds	6
TPSA	44.33
RO5 Violation	0