NPASS drugs

Drug Information

Drug ID:	NPD6275
Drug Name:	dopamine D3 antagonists, Aventis
Molecular Formula:	C25H29F3N4OS
Canonical SMILES:	Cc1ccc(cc1)NC(=NCCCCN1CCN(CC1)c1csc2c1ccc(c2)C(F)(F)F)O
Standard InCHI:	InChI=1S/C25H29F3N4OS/c1-18-4-7-20(8-5-18)30-24(33)29-10-2-3-11-31-12-14-32(15-13-31)22-17-34-23-16-19(25(26,27)28)6-9-21(22)23/h4-9,16-17H,2-3,10-15H2,1H3,(H2,29,30,33)
Standard InCHIKey:	XVFIYMFVLGFALY-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6275

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	455
0.1-0.2	5399
0.2-0.3	15094
0.3-0.4	6354
0.4-0.5	2883
0.5-0.6	686
0.6-0.7	19
0.7-0.8	0
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
Remote Similarity	0.6875	NPC473417
Remote Similarity	0.6686	NPC321617
Remote Similarity	0.6273	NPC475915
Remote Similarity	0.6267	NPC474430
Remote Similarity	0.6257	NPC161108
Remote Similarity	0.6205	NPC328590
Remote Similarity	0.6171	NPC320863
Remote Similarity	0.6165	NPC66699
Remote Similarity	0.6161	NPC173344
Remote Similarity	0.6132	NPC149014
Remote Similarity	0.6118	NPC328877
Remote Similarity	0.6117	NPC175916
Remote Similarity	0.6108	NPC469308
Remote Similarity	0.6101	NPC288232
Remote Similarity	0.6093	NPC291610
Remote Similarity	0.6077	NPC124636
Remote Similarity	0.6075	NPC77022
Remote Similarity	0.6048	NPC193370
Remote Similarity	0.6047	NPC216221
Remote Similarity	0.5988	NPC252794
Remote Similarity	0.5946	NPC474791
Remote Similarity	0.5928	NPC164228
Remote Similarity	0.5926	NPC192209
Remote Similarity	0.5922	NPC204141
Remote Similarity	0.5897	NPC434
Remote Similarity	0.5892	NPC469897
Remote Similarity	0.5877	NPC147810
Remote Similarity	0.5862	NPC198988
Remote Similarity	0.586	NPC302790
Remote Similarity	0.5858	NPC145754
Remote Similarity	0.5858	NPC476950
Remote Similarity	0.5847	NPC216713
Remote Similarity	0.5833	NPC264589
Remote Similarity	0.5828	NPC313449
Remote Similarity	0.5819	NPC88097
Remote Similarity	0.58	NPC108339
Remote Similarity	0.5794	NPC471741
Remote Similarity	0.5792	NPC33421
Remote Similarity	0.5792	NPC148592
Remote Similarity	0.5784	NPC476219
Remote Similarity	0.5776	NPC187036
Remote Similarity	0.5776	NPC296163
Remote Similarity	0.5775	NPC221786
Remote Similarity	0.5775	NPC475990
Remote Similarity	0.5775	NPC474880
Remote Similarity	0.5762	NPC471319
Remote Similarity	0.5762	NPC471320
Remote Similarity	0.5761	NPC470233
Remote Similarity	0.5746	NPC470440
Remote Similarity	0.5745	NPC229173
Remote Similarity	0.5739	NPC325252
Remote Similarity	0.5722	NPC316910
Remote Similarity	0.5714	NPC470203
Remote Similarity	0.5706	NPC251722
Remote Similarity	0.5706	NPC314102
Remote Similarity	0.5705	NPC469974
Remote Similarity	0.5699	NPC476297
Remote Similarity	0.5698	NPC9856
Remote Similarity	0.5698	NPC59084
Remote Similarity	0.5698	NPC2949
Remote Similarity	0.5697	NPC264580
Remote Similarity	0.5696	NPC79618
Remote Similarity	0.569	NPC471322
Remote Similarity	0.5683	NPC109787
Remote Similarity	0.5683	NPC21605
Remote Similarity	0.5683	NPC471957
Remote Similarity	0.568	NPC272483
Remote Similarity	0.5667	NPC473868
Remote Similarity	0.5667	NPC88121
Remote Similarity	0.5667	NPC63157
Remote Similarity	0.5661	NPC215584
Remote Similarity	0.5661	NPC470204
Remote Similarity	0.5661	NPC44773
Remote Similarity	0.566	NPC164802
Remote Similarity	0.565	NPC49051
Remote Similarity	0.5648	NPC91895
Remote Similarity	0.5642	NPC2823
Remote Similarity	0.5632	NPC225018
Remote Similarity	0.5622	NPC206592
Remote Similarity	0.5611	NPC115611
Remote Similarity	0.5608	NPC276085
Remote Similarity	0.5608	NPC56765
Remote Similarity	0.5602	NPC21174
Remote Similarity	0.5602	NPC271797
Remote Similarity	0.56	NPC472294
Remote Similarity	0.56	NPC21429

Drug Structure

NPD6275 OpenBabel08211709092D 36 39 0 0 0 0 0 0 0 0999 V2000 -5.9128 1.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7788 -2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9128 -1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7788 -0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6449 1.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8383 2.3523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6449 -0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.5109 0.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1473 1.4013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6449 -1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0468 -2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1808 -0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3147 -2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3147 -0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4487 -1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1910 1.8171 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6691 -0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7788 0.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8601 2.5602 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.5109 -0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4781 0.6581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5827 -0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.3769 -1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5511 3.5113 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7590 4.4894 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -1.5022 3.8203 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 0.4271 3.7192 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -8.5109 -2.3364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -9.3769 -0.8364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.1808 -1.8364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.4487 -0.8364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -10.2429 -2.3364 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -10.2429 -0.3364 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.1090 -1.8364 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 18 1 0 0 0 0 2 3 1 0 0 0 0 2 10 1 0 0 0 0 3 11 1 0 0 0 0 4 7 1 0 0 0 0 4 18 2 0 0 0 0 5 8 2 0 0 0 0 5 18 1 0 0 0 0 6 9 2 0 0 0 0 6 19 1 0 0 0 0 7 20 2 0 0 0 0 8 20 1 0 0 0 0 9 21 1 0 0 0 0 10 29 1 0 0 0 0 11 31 1 0 0 0 0 12 14 1 0 0 0 0 12 31 1 0 0 0 0 13 15 1 0 0 0 0 13 31 1 0 0 0 0 14 32 1 0 0 0 0 15 32 1 0 0 0 0 16 19 2 0 0 0 0 16 23 1 0 0 0 0 17 22 2 0 0 0 0 17 34 1 0 0 0 0 19 25 1 0 0 0 0 20 30 1 0 0 0 0 21 22 1 0 0 0 0 21 23 2 0 0 0 0 22 32 1 0 0 0 0 23 34 1 0 0 0 0 24 29 2 3 0 0 0 24 30 1 0 0 0 0 24 33 1 0 0 0 0 25 26 1 0 0 0 0 25 27 1 0 0 0 0 25 28 1 0 0 0 0 30 35 1 0 0 0 0 33 36 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000709; DIB000558
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9891761
ChEBI
CAS Number

Drug Properties

Molecular Weight	490.20
ALogP	1.552
MLogP	3.22
XLogP	6.909
HDA	5
HBD	2
Rotatable Bonds	14
TPSA	79.34
RO5 Violation	1