NPASS drugs

Drug Information

Drug ID:	NPD4384
Drug Name:
Molecular Formula:	C21H21ClN2O
Canonical SMILES:	Clc1ccc2c(c1)CCc1c(C2=C2CCN(CC2)C(=O)C)nccc1
Standard InCHI:	InChI=1S/C21H21ClN2O/c1-14(25)24-11-8-15(9-12-24)20-19-7-6-18(22)13-17(19)5-4-16-3-2-10-23-21(16)20/h2-3,6-7,10,13H,4-5,8-9,11-12H2,1H3
Standard InCHIKey:	FLTBEMVEAFMWDD-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4384

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	445
0.1-0.2	4403
0.2-0.3	15671
0.3-0.4	6387
0.4-0.5	1903
0.5-0.6	1442
0.6-0.7	569
0.7-0.8	67
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	0.9419	NPC116961
High Similarity	0.8725	NPC32002
High Similarity	0.8725	NPC315348
Intermediate Similarity	0.7869	NPC471617
Intermediate Similarity	0.7805	NPC476464
Intermediate Similarity	0.7711	NPC477591
Intermediate Similarity	0.7643	NPC251722
Intermediate Similarity	0.7643	NPC471312
Intermediate Similarity	0.7643	NPC314102
Intermediate Similarity	0.7574	NPC478182
Intermediate Similarity	0.7455	NPC40070
Intermediate Similarity	0.7438	NPC316811
Intermediate Similarity	0.7436	NPC256893
Intermediate Similarity	0.7434	NPC476322
Intermediate Similarity	0.7421	NPC65408
Intermediate Similarity	0.7396	NPC293487
Intermediate Similarity	0.7384	NPC56233
Intermediate Similarity	0.7383	NPC91958
Intermediate Similarity	0.7383	NPC143603
Intermediate Similarity	0.7372	NPC69914
Intermediate Similarity	0.7317	NPC86288
Intermediate Similarity	0.7315	NPC297486
Intermediate Similarity	0.7315	NPC240136
Intermediate Similarity	0.7315	NPC471402
Intermediate Similarity	0.7308	NPC476131
Intermediate Similarity	0.7305	NPC470233
Intermediate Similarity	0.7303	NPC329825
Intermediate Similarity	0.7296	NPC325599
Intermediate Similarity	0.7283	NPC478183
Intermediate Similarity	0.7267	NPC169433
Intermediate Similarity	0.7267	NPC478184
Intermediate Similarity	0.7261	NPC282398
Intermediate Similarity	0.7255	NPC46358
Intermediate Similarity	0.7255	NPC290094
Intermediate Similarity	0.7239	NPC476454
Intermediate Similarity	0.7229	NPC477974
Intermediate Similarity	0.7212	NPC470440
Intermediate Similarity	0.7209	NPC478185
Intermediate Similarity	0.7205	NPC150259
Intermediate Similarity	0.72	NPC91895
Intermediate Similarity	0.7176	NPC51054
Intermediate Similarity	0.7161	NPC245244
Intermediate Similarity	0.7161	NPC166424
Intermediate Similarity	0.7161	NPC146373
Intermediate Similarity	0.716	NPC200214
Intermediate Similarity	0.716	NPC138842
Intermediate Similarity	0.7151	NPC248462
Intermediate Similarity	0.7135	NPC129721
Intermediate Similarity	0.7134	NPC89490
Intermediate Similarity	0.7124	NPC48564
Intermediate Similarity	0.7124	NPC265605
Intermediate Similarity	0.7124	NPC182570
Intermediate Similarity	0.7115	NPC169625
Intermediate Similarity	0.7115	NPC202957
Intermediate Similarity	0.7111	NPC314919
Intermediate Similarity	0.711	NPC194881
Intermediate Similarity	0.7102	NPC32534
Intermediate Similarity	0.7093	NPC56765
Intermediate Similarity	0.7093	NPC80681
Intermediate Similarity	0.7091	NPC20144
Intermediate Similarity	0.7089	NPC329896
Intermediate Similarity	0.7089	NPC475105
Intermediate Similarity	0.7089	NPC475090
Intermediate Similarity	0.707	NPC471313
Intermediate Similarity	0.707	NPC471311
Intermediate Similarity	0.7024	NPC470111
Intermediate Similarity	0.7012	NPC104483
Intermediate Similarity	0.7012	NPC73767
Intermediate Similarity	0.7006	NPC314372
Intermediate Similarity	0.7	NPC101165
Remote Similarity	0.6988	NPC190296
Remote Similarity	0.6971	NPC265100
Remote Similarity	0.697	NPC238499
Remote Similarity	0.697	NPC469783
Remote Similarity	0.697	NPC469784
Remote Similarity	0.697	NPC469761
Remote Similarity	0.697	NPC469768
Remote Similarity	0.697	NPC469779
Remote Similarity	0.697	NPC469767
Remote Similarity	0.697	NPC469780
Remote Similarity	0.6961	NPC12649
Remote Similarity	0.6959	NPC27802
Remote Similarity	0.6949	NPC70949
Remote Similarity	0.6941	NPC24678
Remote Similarity	0.6941	NPC105818
Remote Similarity	0.6928	NPC469766
Remote Similarity	0.6927	NPC161861
Remote Similarity	0.6915	NPC316018
Remote Similarity	0.6915	NPC315617
Remote Similarity	0.6915	NPC314058
Remote Similarity	0.6915	NPC316359
Remote Similarity	0.691	NPC194411
Remote Similarity	0.6909	NPC110126
Remote Similarity	0.6906	NPC157583
Remote Similarity	0.6906	NPC237188
Remote Similarity	0.6906	NPC64436
Remote Similarity	0.6897	NPC206819
Remote Similarity	0.6897	NPC318065
Remote Similarity	0.6893	NPC114637
Remote Similarity	0.689	NPC84911
Remote Similarity	0.6875	NPC90723
Remote Similarity	0.6868	NPC11126
Remote Similarity	0.6864	NPC478186
Remote Similarity	0.6863	NPC81561
Remote Similarity	0.686	NPC469763
Remote Similarity	0.686	NPC73952
Remote Similarity	0.686	NPC259644
Remote Similarity	0.686	NPC469760
Remote Similarity	0.686	NPC469786
Remote Similarity	0.686	NPC281094
Remote Similarity	0.686	NPC25008
Remote Similarity	0.686	NPC469765
Remote Similarity	0.6857	NPC215584
Remote Similarity	0.6857	NPC44773
Remote Similarity	0.6851	NPC150048
Remote Similarity	0.6851	NPC203754
Remote Similarity	0.6839	NPC469897
Remote Similarity	0.6839	NPC286427
Remote Similarity	0.6831	NPC24864
Remote Similarity	0.6829	NPC29886
Remote Similarity	0.6829	NPC96102
Remote Similarity	0.6829	NPC261195
Remote Similarity	0.6824	NPC201380
Remote Similarity	0.6824	NPC179787
Remote Similarity	0.6824	NPC21605
Remote Similarity	0.6821	NPC211572
Remote Similarity	0.6821	NPC212376
Remote Similarity	0.6821	NPC80597
Remote Similarity	0.6821	NPC75540
Remote Similarity	0.6821	NPC70922
Remote Similarity	0.6818	NPC124542
Remote Similarity	0.6818	NPC471177
Remote Similarity	0.6818	NPC59779
Remote Similarity	0.6811	NPC228835
Remote Similarity	0.6807	NPC88097
Remote Similarity	0.6805	NPC159856
Remote Similarity	0.6805	NPC285731
Remote Similarity	0.6802	NPC472260
Remote Similarity	0.68	NPC41257
Remote Similarity	0.6797	NPC148140
Remote Similarity	0.6797	NPC476566
Remote Similarity	0.6796	NPC37423
Remote Similarity	0.6796	NPC275305
Remote Similarity	0.679	NPC324611
Remote Similarity	0.679	NPC471322
Remote Similarity	0.6788	NPC105127
Remote Similarity	0.6784	NPC321911
Remote Similarity	0.678	NPC271797
Remote Similarity	0.678	NPC21174
Remote Similarity	0.6778	NPC201634
Remote Similarity	0.6772	NPC27740
Remote Similarity	0.6772	NPC117244
Remote Similarity	0.6772	NPC473763
Remote Similarity	0.6765	NPC63545
Remote Similarity	0.6763	NPC325903
Remote Similarity	0.6761	NPC81229
Remote Similarity	0.6761	NPC255229
Remote Similarity	0.6757	NPC83381
Remote Similarity	0.6757	NPC76540
Remote Similarity	0.6757	NPC231655
Remote Similarity	0.675	NPC278451
Remote Similarity	0.6744	NPC53947
Remote Similarity	0.6743	NPC193740
Remote Similarity	0.6743	NPC167635
Remote Similarity	0.6742	NPC477975
Remote Similarity	0.6742	NPC471178
Remote Similarity	0.674	NPC477976
Remote Similarity	0.6739	NPC16659
Remote Similarity	0.6738	NPC94752
Remote Similarity	0.6726	NPC473868
Remote Similarity	0.6726	NPC63157
Remote Similarity	0.6725	NPC471957
Remote Similarity	0.6725	NPC469811
Remote Similarity	0.6724	NPC229055
Remote Similarity	0.6721	NPC68354
Remote Similarity	0.671	NPC54102
Remote Similarity	0.671	NPC162689
Remote Similarity	0.6706	NPC467188
Remote Similarity	0.6705	NPC135141
Remote Similarity	0.6705	NPC92796
Remote Similarity	0.6705	NPC70406
Remote Similarity	0.6704	NPC98187
Remote Similarity	0.6703	NPC469529
Remote Similarity	0.6686	NPC469785
Remote Similarity	0.6686	NPC115049
Remote Similarity	0.6685	NPC215795
Remote Similarity	0.6685	NPC469813
Remote Similarity	0.6685	NPC176199
Remote Similarity	0.6685	NPC265710
Remote Similarity	0.6685	NPC476446
Remote Similarity	0.6685	NPC78375
Remote Similarity	0.6684	NPC308931
Remote Similarity	0.6684	NPC99939
Remote Similarity	0.6667	NPC2949
Remote Similarity	0.6667	NPC288838
Remote Similarity	0.6667	NPC198988
Remote Similarity	0.6667	NPC280852
Remote Similarity	0.6667	NPC59084
Remote Similarity	0.6667	NPC255909
Remote Similarity	0.6667	NPC279081

Drug Structure

NPD4384 OpenBabel08211705262D 25 28 0 0 0 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 2.5000 -1.2537 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 -0.9556 0.2948 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 -2.2537 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 1.6340 -0.7537 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 1.6340 0.2463 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 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 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 10 1 0 0 0 0 3 16 1 0 0 0 0 4 5 1 0 0 0 0 4 16 1 0 0 0 0 5 17 1 0 0 0 0 6 7 1 0 0 0 0 6 18 2 0 0 0 0 7 19 2 0 0 0 0 8 11 1 0 0 0 0 8 15 1 0 0 0 0 9 12 1 0 0 0 0 9 15 1 0 0 0 0 10 23 2 0 0 0 0 11 24 1 0 0 0 0 12 24 1 0 0 0 0 13 17 2 0 0 0 0 13 18 1 0 0 0 0 14 24 1 0 0 0 0 14 25 2 0 0 0 0 15 20 2 0 0 0 0 16 21 2 0 0 0 0 17 19 1 0 0 0 0 18 22 1 0 0 0 0 19 20 1 0 0 0 0 20 21 1 0 0 0 0 21 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC005869; DNC001304; DCL000921
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	60680
ChEBI
CAS Number

Drug Properties

Molecular Weight	352.13
ALogP	0.8552
MLogP	3.33
XLogP	3.669
HDA	3
HBD	0
Rotatable Bonds	3
TPSA	33.2
RO5 Violation	0