NPASS drugs

Drug Information

Drug ID:	NPD2213
Drug Name:	Molindone Hydrochloride
Molecular Formula:	C16H24N2O2.ClH
Canonical SMILES:	CCc1c(C)[nH]c2c1C(=O)C(CC2)CN1CCOCC1.Cl
Standard InCHI:	InChI=1S/C16H24N2O2.ClH/c1-3-13-11(2)17-14-5-4-12(16(19)15(13)14)10-18-6-8-20-9-7-18;/h12,17H,3-10H2,1-2H3;1H
Standard InCHIKey:	GQWNECFJGBQMBO-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2213

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	175
0.1-0.2	1542
0.2-0.3	11566
0.3-0.4	13058
0.4-0.5	2110
0.5-0.6	1587
0.6-0.7	771
0.7-0.8	81
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	0.7758	NPC100104
Intermediate Similarity	0.7758	NPC470680
Intermediate Similarity	0.7725	NPC115232
Intermediate Similarity	0.7697	NPC474492
Intermediate Similarity	0.7665	NPC21174
Intermediate Similarity	0.7665	NPC271797
Intermediate Similarity	0.7514	NPC472210
Intermediate Similarity	0.7514	NPC269886
Intermediate Similarity	0.7514	NPC247735
Intermediate Similarity	0.7514	NPC472295
Intermediate Similarity	0.7514	NPC133003
Intermediate Similarity	0.7514	NPC81802
Intermediate Similarity	0.75	NPC214106
Intermediate Similarity	0.7456	NPC274981
Intermediate Similarity	0.7444	NPC324091
Intermediate Similarity	0.7414	NPC151635
Intermediate Similarity	0.7412	NPC71132
Intermediate Similarity	0.7394	NPC217021
Intermediate Similarity	0.7394	NPC470679
Intermediate Similarity	0.7378	NPC123906
Intermediate Similarity	0.7363	NPC472292
Intermediate Similarity	0.736	NPC477003
Intermediate Similarity	0.7337	NPC472293
Intermediate Similarity	0.7337	NPC472116
Intermediate Similarity	0.7337	NPC102592
Intermediate Similarity	0.7337	NPC79356
Intermediate Similarity	0.7333	NPC473878
Intermediate Similarity	0.7321	NPC76982
Intermediate Similarity	0.7312	NPC472296
Intermediate Similarity	0.7312	NPC472297
Intermediate Similarity	0.7268	NPC472113
Intermediate Similarity	0.7268	NPC472291
Intermediate Similarity	0.7253	NPC472112
Intermediate Similarity	0.7247	NPC191415
Intermediate Similarity	0.7246	NPC251391
Intermediate Similarity	0.7241	NPC6982
Intermediate Similarity	0.7222	NPC114033
Intermediate Similarity	0.7222	NPC101130
Intermediate Similarity	0.7222	NPC129412
Intermediate Similarity	0.7222	NPC58268
Intermediate Similarity	0.7213	NPC476460
Intermediate Similarity	0.7209	NPC42372
Intermediate Similarity	0.72	NPC252572
Intermediate Similarity	0.7191	NPC477042
Intermediate Similarity	0.7191	NPC469896
Intermediate Similarity	0.7186	NPC70406
Intermediate Similarity	0.7182	NPC17273
Intermediate Similarity	0.7182	NPC141612
Intermediate Similarity	0.7182	NPC135601
Intermediate Similarity	0.7175	NPC83774
Intermediate Similarity	0.7175	NPC284775
Intermediate Similarity	0.7159	NPC293216
Intermediate Similarity	0.7158	NPC329858
Intermediate Similarity	0.7143	NPC262338
Intermediate Similarity	0.7126	NPC313889
Intermediate Similarity	0.7111	NPC470205
Intermediate Similarity	0.7111	NPC102755
Intermediate Similarity	0.7104	NPC63199
Intermediate Similarity	0.7104	NPC196251
Intermediate Similarity	0.7104	NPC111602
Intermediate Similarity	0.7104	NPC102338
Intermediate Similarity	0.7102	NPC161861
Intermediate Similarity	0.7097	NPC220151
Intermediate Similarity	0.7097	NPC19692
Intermediate Similarity	0.7095	NPC61011
Intermediate Similarity	0.709	NPC214428
Intermediate Similarity	0.7086	NPC471943
Intermediate Similarity	0.7081	NPC55493
Intermediate Similarity	0.7072	NPC21429
Intermediate Similarity	0.7065	NPC314333
Intermediate Similarity	0.7062	NPC186068
Intermediate Similarity	0.7059	NPC292361
Intermediate Similarity	0.7043	NPC304203
Intermediate Similarity	0.7029	NPC70949
Intermediate Similarity	0.7024	NPC471655
Intermediate Similarity	0.7018	NPC213914
Intermediate Similarity	0.7016	NPC162730
Intermediate Similarity	0.7011	NPC175474
Intermediate Similarity	0.7	NPC209362
Intermediate Similarity	0.7	NPC88110
Intermediate Similarity	0.7	NPC73994
Remote Similarity	0.6995	NPC277350
Remote Similarity	0.6979	NPC317701
Remote Similarity	0.6978	NPC46895
Remote Similarity	0.697	NPC477979
Remote Similarity	0.6961	NPC470677
Remote Similarity	0.6952	NPC267343
Remote Similarity	0.6952	NPC326422
Remote Similarity	0.6943	NPC132539
Remote Similarity	0.694	NPC474258
Remote Similarity	0.6931	NPC167710
Remote Similarity	0.6927	NPC474116
Remote Similarity	0.6923	NPC117027
Remote Similarity	0.6919	NPC221873
Remote Similarity	0.6919	NPC473666
Remote Similarity	0.6914	NPC292434
Remote Similarity	0.6914	NPC14448
Remote Similarity	0.6914	NPC64661
Remote Similarity	0.6914	NPC98156
Remote Similarity	0.6914	NPC138596
Remote Similarity	0.6914	NPC200397
Remote Similarity	0.6914	NPC195704
Remote Similarity	0.6914	NPC167200
Remote Similarity	0.6906	NPC234403
Remote Similarity	0.6906	NPC79777
Remote Similarity	0.6906	NPC91179
Remote Similarity	0.6905	NPC100726
Remote Similarity	0.6905	NPC105811
Remote Similarity	0.6897	NPC242116
Remote Similarity	0.6889	NPC234987
Remote Similarity	0.6886	NPC470440
Remote Similarity	0.6886	NPC467188
Remote Similarity	0.6882	NPC154339
Remote Similarity	0.6875	NPC114637
Remote Similarity	0.6859	NPC237414
Remote Similarity	0.6859	NPC477004
Remote Similarity	0.6857	NPC265100
Remote Similarity	0.6853	NPC123839
Remote Similarity	0.6851	NPC219336
Remote Similarity	0.6848	NPC59084
Remote Similarity	0.6845	NPC478078
Remote Similarity	0.6831	NPC159125
Remote Similarity	0.6828	NPC473628
Remote Similarity	0.6825	NPC135950
Remote Similarity	0.6823	NPC195461
Remote Similarity	0.6823	NPC81654
Remote Similarity	0.6823	NPC312870
Remote Similarity	0.6823	NPC199851
Remote Similarity	0.6823	NPC249150
Remote Similarity	0.6823	NPC49196
Remote Similarity	0.6823	NPC294909
Remote Similarity	0.6823	NPC128265
Remote Similarity	0.6823	NPC254240
Remote Similarity	0.6823	NPC313985
Remote Similarity	0.6823	NPC79129
Remote Similarity	0.6818	NPC233380
Remote Similarity	0.6813	NPC182940
Remote Similarity	0.6811	NPC66210
Remote Similarity	0.6807	NPC63157
Remote Similarity	0.6807	NPC473868
Remote Similarity	0.6806	NPC477041
Remote Similarity	0.6806	NPC477044
Remote Similarity	0.6806	NPC52557
Remote Similarity	0.6805	NPC21605
Remote Similarity	0.6796	NPC217372
Remote Similarity	0.6796	NPC15573
Remote Similarity	0.6796	NPC183662
Remote Similarity	0.6793	NPC258480
Remote Similarity	0.6793	NPC228835
Remote Similarity	0.6789	NPC245916
Remote Similarity	0.6784	NPC475778
Remote Similarity	0.6778	NPC469529
Remote Similarity	0.6774	NPC473946
Remote Similarity	0.6771	NPC241024
Remote Similarity	0.6771	NPC103361
Remote Similarity	0.6771	NPC74413
Remote Similarity	0.6768	NPC234999
Remote Similarity	0.6765	NPC102664
Remote Similarity	0.6758	NPC11126
Remote Similarity	0.6755	NPC138370
Remote Similarity	0.6751	NPC266249
Remote Similarity	0.6748	NPC198988
Remote Similarity	0.6747	NPC12831
Remote Similarity	0.6747	NPC97230
Remote Similarity	0.6747	NPC59839
Remote Similarity	0.6747	NPC209281
Remote Similarity	0.6747	NPC2949
Remote Similarity	0.6747	NPC169308
Remote Similarity	0.6747	NPC74928
Remote Similarity	0.6747	NPC205604
Remote Similarity	0.6747	NPC77582
Remote Similarity	0.6747	NPC286529
Remote Similarity	0.6747	NPC48171
Remote Similarity	0.6747	NPC129753
Remote Similarity	0.6747	NPC244087
Remote Similarity	0.6747	NPC3698
Remote Similarity	0.6747	NPC302717
Remote Similarity	0.6739	NPC143533
Remote Similarity	0.6725	NPC33421
Remote Similarity	0.6723	NPC2414
Remote Similarity	0.6722	NPC191310
Remote Similarity	0.6721	NPC15840
Remote Similarity	0.672	NPC160381
Remote Similarity	0.672	NPC47190
Remote Similarity	0.6719	NPC50503
Remote Similarity	0.6705	NPC194881
Remote Similarity	0.6703	NPC14113
Remote Similarity	0.6703	NPC145885
Remote Similarity	0.6703	NPC472119
Remote Similarity	0.6703	NPC84827
Remote Similarity	0.6703	NPC110158
Remote Similarity	0.6702	NPC469489
Remote Similarity	0.6702	NPC475874
Remote Similarity	0.67	NPC110182
Remote Similarity	0.67	NPC118940
Remote Similarity	0.6685	NPC189812
Remote Similarity	0.6685	NPC113626
Remote Similarity	0.6685	NPC329688
Remote Similarity	0.6684	NPC477045
Remote Similarity	0.6684	NPC477415

Drug Structure

NPD2213 OpenBabel08211701392D 22 23 0 0 1 0 0 0 0 0999 V2000 6.2871 -4.7633 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2350 -2.2601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9562 -4.0201 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -1.7601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -1.2601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -3.2601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -1.7601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -2.7601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -1.2601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -3.2601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2350 -2.2601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -2.7601 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 6.6472 -3.0691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -1.7601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -2.7601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -3.2601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6472 -1.4511 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -2.7601 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -4.2601 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -1.7601 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.6798 -0.2893 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 6.9562 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 11 1 0 0 0 0 3 13 1 0 0 0 0 4 5 1 0 0 0 0 4 12 1 0 0 0 0 5 14 1 0 0 0 0 6 8 1 0 0 0 0 6 18 1 0 0 0 0 7 9 1 0 0 0 0 7 18 1 0 0 0 0 8 20 1 0 0 0 0 9 20 1 0 0 0 0 10 12 1 0 0 0 0 10 18 1 0 0 0 0 11 13 2 0 0 0 0 11 17 1 0 0 0 0 12 16 1 0 0 0 0 13 15 1 0 0 0 0 14 15 2 0 0 0 0 14 17 1 0 0 0 0 15 16 1 0 0 0 0 16 19 2 0 0 0 0 17 22 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	276.18
ALogP	0.3458
MLogP	2.78
XLogP	1.235
HDA	4
HBD	1
Rotatable Bonds	5
TPSA	45.33
RO5 Violation	0