NPASS drugs

Drug Information

Drug ID:	NPD3929
Drug Name:
Molecular Formula:	C20H22ClN3O
Canonical SMILES:	Clc1ccc2c(c1)CCc1c(C2N2CCN(CC2)C(=O)C)nccc1
Standard InCHI:	InChI=1S/C20H22ClN3O/c1-14(25)23-9-11-24(12-10-23)20-18-7-6-17(21)13-16(18)5-4-15-3-2-8-22-19(15)20/h2-3,6-8,13,20H,4-5,9-12H2,1H3
Standard InCHIKey:	AIESXMXVDNOKQF-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3929

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	468
0.1-0.2	4797
0.2-0.3	16089
0.3-0.4	5540
0.4-0.5	1912
0.5-0.6	1419
0.6-0.7	600
0.7-0.8	62
0.8-0.85	0
0.85-0.9	2
0.9-0.95	1
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	0.9241	NPC116961
High Similarity	0.8553	NPC315348
High Similarity	0.8553	NPC32002
Intermediate Similarity	0.7784	NPC477591
Intermediate Similarity	0.7771	NPC476464
Intermediate Similarity	0.7742	NPC471617
Intermediate Similarity	0.7647	NPC478182
Intermediate Similarity	0.7636	NPC40070
Intermediate Similarity	0.75	NPC251722
Intermediate Similarity	0.75	NPC314102
Intermediate Similarity	0.75	NPC471312
Intermediate Similarity	0.7471	NPC293487
Intermediate Similarity	0.7457	NPC56233
Intermediate Similarity	0.7391	NPC65408
Intermediate Similarity	0.7375	NPC325599
Intermediate Similarity	0.7356	NPC478183
Intermediate Similarity	0.7341	NPC478184
Intermediate Similarity	0.7301	NPC316811
Intermediate Similarity	0.7296	NPC256893
Intermediate Similarity	0.729	NPC476322
Intermediate Similarity	0.7289	NPC470440
Intermediate Similarity	0.7283	NPC194881
Intermediate Similarity	0.7283	NPC478185
Intermediate Similarity	0.7273	NPC20144
Intermediate Similarity	0.7273	NPC91895
Intermediate Similarity	0.7237	NPC143603
Intermediate Similarity	0.7237	NPC91958
Intermediate Similarity	0.7233	NPC69914
Intermediate Similarity	0.7212	NPC476454
Intermediate Similarity	0.7186	NPC86288
Intermediate Similarity	0.7176	NPC470233
Intermediate Similarity	0.7175	NPC32534
Intermediate Similarity	0.7171	NPC240136
Intermediate Similarity	0.7171	NPC297486
Intermediate Similarity	0.7171	NPC471402
Intermediate Similarity	0.717	NPC476131
Intermediate Similarity	0.7161	NPC329825
Intermediate Similarity	0.7151	NPC51054
Intermediate Similarity	0.7134	NPC146373
Intermediate Similarity	0.7134	NPC245244
Intermediate Similarity	0.7134	NPC166424
Intermediate Similarity	0.7134	NPC169433
Intermediate Similarity	0.7125	NPC282398
Intermediate Similarity	0.7115	NPC46358
Intermediate Similarity	0.7115	NPC290094
Intermediate Similarity	0.7101	NPC470111
Intermediate Similarity	0.7101	NPC477974
Intermediate Similarity	0.7097	NPC265605
Intermediate Similarity	0.7097	NPC48564
Intermediate Similarity	0.7097	NPC182570
Intermediate Similarity	0.7095	NPC161861
Intermediate Similarity	0.7074	NPC314058
Intermediate Similarity	0.7074	NPC316018
Intermediate Similarity	0.7074	NPC316359
Intermediate Similarity	0.7074	NPC315617
Intermediate Similarity	0.7073	NPC150259
Intermediate Similarity	0.7069	NPC56765
Intermediate Similarity	0.7035	NPC200214
Intermediate Similarity	0.7035	NPC138842
Intermediate Similarity	0.7033	NPC11126
Intermediate Similarity	0.7033	NPC12649
Intermediate Similarity	0.7033	NPC248462
Intermediate Similarity	0.7011	NPC129721
Intermediate Similarity	0.7011	NPC469897
Intermediate Similarity	0.7	NPC89490
Remote Similarity	0.6995	NPC314919
Remote Similarity	0.6988	NPC88097
Remote Similarity	0.6981	NPC202957
Remote Similarity	0.6981	NPC169625
Remote Similarity	0.6973	NPC228835
Remote Similarity	0.6971	NPC80681
Remote Similarity	0.6957	NPC475105
Remote Similarity	0.6957	NPC329896
Remote Similarity	0.6957	NPC475090
Remote Similarity	0.6949	NPC271797
Remote Similarity	0.6949	NPC21174
Remote Similarity	0.6941	NPC478186
Remote Similarity	0.6937	NPC471311
Remote Similarity	0.6937	NPC471313
Remote Similarity	0.6936	NPC281094
Remote Similarity	0.6932	NPC81229
Remote Similarity	0.6932	NPC255229
Remote Similarity	0.6931	NPC473763
Remote Similarity	0.6931	NPC117244
Remote Similarity	0.6902	NPC24864
Remote Similarity	0.6901	NPC201380
Remote Similarity	0.6901	NPC179787
Remote Similarity	0.6898	NPC94752
Remote Similarity	0.6889	NPC194411
Remote Similarity	0.6886	NPC73767
Remote Similarity	0.6886	NPC104483
Remote Similarity	0.6882	NPC314372
Remote Similarity	0.6879	NPC472260
Remote Similarity	0.6875	NPC206819
Remote Similarity	0.6875	NPC318065
Remote Similarity	0.6871	NPC101165
Remote Similarity	0.6864	NPC190296
Remote Similarity	0.686	NPC321911
Remote Similarity	0.6854	NPC265100
Remote Similarity	0.6845	NPC469779
Remote Similarity	0.6845	NPC469761
Remote Similarity	0.6845	NPC308931
Remote Similarity	0.6845	NPC469780
Remote Similarity	0.6845	NPC238499
Remote Similarity	0.6845	NPC99939
Remote Similarity	0.6845	NPC469768
Remote Similarity	0.6845	NPC469767
Remote Similarity	0.6845	NPC469783
Remote Similarity	0.6845	NPC469784
Remote Similarity	0.6842	NPC63545
Remote Similarity	0.6839	NPC325903
Remote Similarity	0.6833	NPC70949
Remote Similarity	0.6831	NPC203754
Remote Similarity	0.6831	NPC150048
Remote Similarity	0.6831	NPC280852
Remote Similarity	0.6821	NPC27802
Remote Similarity	0.6821	NPC24678
Remote Similarity	0.6821	NPC105818
Remote Similarity	0.6811	NPC16659
Remote Similarity	0.6805	NPC469766
Remote Similarity	0.6802	NPC21605
Remote Similarity	0.6802	NPC469811
Remote Similarity	0.6798	NPC471177
Remote Similarity	0.6798	NPC59779
Remote Similarity	0.6798	NPC124542
Remote Similarity	0.6793	NPC237188
Remote Similarity	0.6793	NPC64436
Remote Similarity	0.6793	NPC157583
Remote Similarity	0.6786	NPC110126
Remote Similarity	0.678	NPC41257
Remote Similarity	0.6778	NPC114637
Remote Similarity	0.6776	NPC469529
Remote Similarity	0.6776	NPC275305
Remote Similarity	0.6776	NPC37423
Remote Similarity	0.6772	NPC17059
Remote Similarity	0.6768	NPC324611
Remote Similarity	0.6766	NPC84911
Remote Similarity	0.676	NPC90723
Remote Similarity	0.6757	NPC265710
Remote Similarity	0.675	NPC27740
Remote Similarity	0.6747	NPC198988
Remote Similarity	0.6743	NPC469760
Remote Similarity	0.6743	NPC469765
Remote Similarity	0.6743	NPC73952
Remote Similarity	0.6743	NPC469786
Remote Similarity	0.6743	NPC469763
Remote Similarity	0.6743	NPC259644
Remote Similarity	0.6743	NPC25008
Remote Similarity	0.6742	NPC44773
Remote Similarity	0.6742	NPC215584
Remote Similarity	0.6738	NPC470205
Remote Similarity	0.6737	NPC213629
Remote Similarity	0.6731	NPC81561
Remote Similarity	0.6723	NPC167635
Remote Similarity	0.6723	NPC286427
Remote Similarity	0.6723	NPC236711
Remote Similarity	0.6723	NPC193740
Remote Similarity	0.672	NPC73994
Remote Similarity	0.6707	NPC96102
Remote Similarity	0.6707	NPC261195
Remote Similarity	0.6707	NPC29886
Remote Similarity	0.6707	NPC325252
Remote Similarity	0.6706	NPC473868
Remote Similarity	0.6706	NPC63157
Remote Similarity	0.6705	NPC80597
Remote Similarity	0.6705	NPC211572
Remote Similarity	0.6705	NPC75540
Remote Similarity	0.6705	NPC212376
Remote Similarity	0.6705	NPC70922
Remote Similarity	0.6705	NPC476219
Remote Similarity	0.6703	NPC240088
Remote Similarity	0.6703	NPC473380
Remote Similarity	0.6703	NPC68354
Remote Similarity	0.6702	NPC467063
Remote Similarity	0.6702	NPC165495
Remote Similarity	0.6686	NPC469525
Remote Similarity	0.6686	NPC285731
Remote Similarity	0.6686	NPC159856
Remote Similarity	0.6685	NPC98187
Remote Similarity	0.6685	NPC469938
Remote Similarity	0.6667	NPC476446
Remote Similarity	0.6667	NPC148140
Remote Similarity	0.6667	NPC201634
Remote Similarity	0.6667	NPC78375
Remote Similarity	0.6667	NPC471322
Remote Similarity	0.6667	NPC215795
Remote Similarity	0.6667	NPC469813
Remote Similarity	0.6667	NPC476566
Remote Similarity	0.6667	NPC176199
Remote Similarity	0.6667	NPC105127
Remote Similarity	0.6649	NPC83381
Remote Similarity	0.6632	NPC478077
Remote Similarity	0.6632	NPC135601
Remote Similarity	0.6632	NPC141612
Remote Similarity	0.6632	NPC17273
Remote Similarity	0.6631	NPC15840
Remote Similarity	0.663	NPC477976
Remote Similarity	0.663	NPC471178
Remote Similarity	0.663	NPC477975
Remote Similarity	0.6629	NPC33421

Drug Structure

NPD3929 OpenBabel08211704332D 25 28 0 0 1 0 0 0 0 0999 V2000 -2.5000 4.2537 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1781 -1.2697 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4450 -1.9499 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1340 -2.4369 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1340 -2.4369 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2236 -0.2948 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2680 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9556 -0.2948 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7680 2.2537 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 2.2537 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7680 1.2537 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 1.2537 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7131 -1.9499 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6340 3.7537 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5105 -1.6551 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7575 -1.6551 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4461 -1.2697 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5350 -0.6802 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7331 -0.6802 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6340 -0.2463 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -5.4017 -1.5644 0.0000 Cl 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 -1.6340 2.7537 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.6340 0.7537 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.7680 4.2537 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 14 1 0 0 0 0 2 3 2 0 0 0 0 2 8 1 0 0 0 0 3 15 1 0 0 0 0 4 5 1 0 0 0 0 4 15 1 0 0 0 0 5 16 1 0 0 0 0 6 7 1 0 0 0 0 6 17 2 0 0 0 0 7 18 2 0 0 0 0 8 22 2 0 0 0 0 9 11 1 0 0 0 0 9 23 1 0 0 0 0 10 12 1 0 0 0 0 10 23 1 0 0 0 0 11 24 1 0 0 0 0 12 24 1 0 0 0 0 13 16 2 0 0 0 0 13 17 1 0 0 0 0 14 23 1 0 0 0 0 14 25 2 0 0 0 0 15 19 2 0 0 0 0 16 18 1 0 0 0 0 17 21 1 0 0 0 0 18 20 1 0 0 0 0 19 20 1 0 0 0 0 19 22 1 0 0 0 0 20 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB007268
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9950564
ChEBI
CAS Number

Drug Properties

Molecular Weight	355.15
ALogP	0.2534
MLogP	3.11
XLogP	3.262
HDA	4
HBD	0
Rotatable Bonds	4
TPSA	36.44
RO5 Violation	0