NPASS drugs

Drug Information

Drug ID:	NPD5541
Drug Name:
Molecular Formula:	C23H25ClN2O
Canonical SMILES:	Clc1ccc(cc1)C12CC3CC(C1)CC(C2)(C3)C(=NCc1ccncc1)O
Standard InCHI:	InChI=1S/C23H25ClN2O/c24-20-3-1-19(2-4-20)22-10-17-9-18(11-22)13-23(12-17,15-22)21(27)26-14-16-5-7-25-8-6-16/h1-8,17-18H,9-15H2,(H,26,27)
Standard InCHIKey:	CAOTVXGYTWCKQE-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5541

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	318
0.1-0.2	1847
0.2-0.3	9448
0.3-0.4	14060
0.4-0.5	3014
0.5-0.6	1476
0.6-0.7	656
0.7-0.8	68
0.8-0.85	2
0.85-0.9	1
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
High Similarity	0.8514	NPC471312
Intermediate Similarity	0.8278	NPC315348
Intermediate Similarity	0.8278	NPC32002
Intermediate Similarity	0.7905	NPC471311
Intermediate Similarity	0.7905	NPC471313
Intermediate Similarity	0.7771	NPC477975
Intermediate Similarity	0.7697	NPC324611
Intermediate Similarity	0.7619	NPC98187
Intermediate Similarity	0.7578	NPC477974
Intermediate Similarity	0.7576	NPC129721
Intermediate Similarity	0.7534	NPC91958
Intermediate Similarity	0.7529	NPC116961
Intermediate Similarity	0.74	NPC290094
Intermediate Similarity	0.7375	NPC476454
Intermediate Similarity	0.7368	NPC201700
Intermediate Similarity	0.7355	NPC256893
Intermediate Similarity	0.7347	NPC240136
Intermediate Similarity	0.7347	NPC297486
Intermediate Similarity	0.7347	NPC471402
Intermediate Similarity	0.7341	NPC477976
Intermediate Similarity	0.7305	NPC476464
Intermediate Similarity	0.7297	NPC143603
Intermediate Similarity	0.7257	NPC150048
Intermediate Similarity	0.7257	NPC203754
Intermediate Similarity	0.7255	NPC202957
Intermediate Similarity	0.7255	NPC169625
Intermediate Similarity	0.7237	NPC476322
Intermediate Similarity	0.7235	NPC471177
Intermediate Similarity	0.7235	NPC124542
Intermediate Similarity	0.7235	NPC59779
Intermediate Similarity	0.7233	NPC314102
Intermediate Similarity	0.7233	NPC251722
Intermediate Similarity	0.7232	NPC300688
Intermediate Similarity	0.7232	NPC471997
Intermediate Similarity	0.7226	NPC475090
Intermediate Similarity	0.7226	NPC475105
Intermediate Similarity	0.7226	NPC329896
Intermediate Similarity	0.7219	NPC329825
Intermediate Similarity	0.7216	NPC151939
Intermediate Similarity	0.7193	NPC97367
Intermediate Similarity	0.7186	NPC469765
Intermediate Similarity	0.7186	NPC73952
Intermediate Similarity	0.7186	NPC469786
Intermediate Similarity	0.7186	NPC469763
Intermediate Similarity	0.7186	NPC469760
Intermediate Similarity	0.7186	NPC259644
Intermediate Similarity	0.7186	NPC25008
Intermediate Similarity	0.7179	NPC69914
Intermediate Similarity	0.7168	NPC63751
Intermediate Similarity	0.7161	NPC89490
Intermediate Similarity	0.7151	NPC471178
Intermediate Similarity	0.7143	NPC212376
Intermediate Similarity	0.7143	NPC211572
Intermediate Similarity	0.7143	NPC75540
Intermediate Similarity	0.7143	NPC80597
Intermediate Similarity	0.7143	NPC70922
Intermediate Similarity	0.7134	NPC101165
Intermediate Similarity	0.7117	NPC477977
Intermediate Similarity	0.7115	NPC476131
Intermediate Similarity	0.711	NPC49954
Intermediate Similarity	0.711	NPC474561
Intermediate Similarity	0.7101	NPC469785
Intermediate Similarity	0.7097	NPC278451
Intermediate Similarity	0.7093	NPC473057
Intermediate Similarity	0.7079	NPC213468
Intermediate Similarity	0.707	NPC315320
Intermediate Similarity	0.7059	NPC469762
Intermediate Similarity	0.7037	NPC316811
Intermediate Similarity	0.7025	NPC471322
Intermediate Similarity	0.7018	NPC477591
Intermediate Similarity	0.7011	NPC160105
Remote Similarity	0.6994	NPC194640
Remote Similarity	0.6987	NPC212125
Remote Similarity	0.6986	NPC27802
Remote Similarity	0.6983	NPC248462
Remote Similarity	0.6977	NPC279918
Remote Similarity	0.6975	NPC169433
Remote Similarity	0.6968	NPC146373
Remote Similarity	0.6968	NPC245244
Remote Similarity	0.6968	NPC166424
Remote Similarity	0.6962	NPC282398
Remote Similarity	0.6948	NPC46358
Remote Similarity	0.6936	NPC282231
Remote Similarity	0.6928	NPC314372
Remote Similarity	0.6928	NPC265605
Remote Similarity	0.6928	NPC48564
Remote Similarity	0.6928	NPC182570
Remote Similarity	0.6927	NPC59269
Remote Similarity	0.6919	NPC95783
Remote Similarity	0.6897	NPC474217
Remote Similarity	0.6897	NPC311276
Remote Similarity	0.6879	NPC306397
Remote Similarity	0.6875	NPC322488
Remote Similarity	0.6868	NPC133306
Remote Similarity	0.6867	NPC471323
Remote Similarity	0.6854	NPC314603
Remote Similarity	0.6845	NPC470111
Remote Similarity	0.6839	NPC71079
Remote Similarity	0.6836	NPC194411
Remote Similarity	0.6821	NPC41257
Remote Similarity	0.6818	NPC108469
Remote Similarity	0.6818	NPC54988
Remote Similarity	0.6807	NPC190296
Remote Similarity	0.6802	NPC51054
Remote Similarity	0.6798	NPC201634
Remote Similarity	0.6795	NPC27740
Remote Similarity	0.6782	NPC131718
Remote Similarity	0.6782	NPC81229
Remote Similarity	0.6782	NPC255229
Remote Similarity	0.6781	NPC76540
Remote Similarity	0.6772	NPC165370
Remote Similarity	0.6765	NPC105818
Remote Similarity	0.6765	NPC24678
Remote Similarity	0.6763	NPC167635
Remote Similarity	0.6763	NPC286427
Remote Similarity	0.6758	NPC314919
Remote Similarity	0.6754	NPC265576
Remote Similarity	0.6748	NPC29702
Remote Similarity	0.674	NPC248454
Remote Similarity	0.674	NPC326575
Remote Similarity	0.674	NPC64436
Remote Similarity	0.6738	NPC3715
Remote Similarity	0.6727	NPC104483
Remote Similarity	0.6726	NPC159856
Remote Similarity	0.6725	NPC470233
Remote Similarity	0.6724	NPC92796
Remote Similarity	0.6724	NPC56765
Remote Similarity	0.6724	NPC230869
Remote Similarity	0.6724	NPC135141
Remote Similarity	0.6723	NPC278366
Remote Similarity	0.6723	NPC127730
Remote Similarity	0.6722	NPC469938
Remote Similarity	0.6722	NPC275305
Remote Similarity	0.6722	NPC37423
Remote Similarity	0.672	NPC103230
Remote Similarity	0.672	NPC204565
Remote Similarity	0.672	NPC317030
Remote Similarity	0.6707	NPC150259
Remote Similarity	0.6707	NPC20144
Remote Similarity	0.6705	NPC78375
Remote Similarity	0.6705	NPC476446
Remote Similarity	0.6705	NPC285469
Remote Similarity	0.6705	NPC469813
Remote Similarity	0.6705	NPC40779
Remote Similarity	0.6704	NPC158129
Remote Similarity	0.6703	NPC133261
Remote Similarity	0.6685	NPC472122
Remote Similarity	0.6685	NPC19679
Remote Similarity	0.6685	NPC24594
Remote Similarity	0.6685	NPC288785
Remote Similarity	0.6684	NPC173028
Remote Similarity	0.6684	NPC65215
Remote Similarity	0.6667	NPC40070
Remote Similarity	0.6667	NPC315617
Remote Similarity	0.6667	NPC472105
Remote Similarity	0.6667	NPC193740
Remote Similarity	0.6667	NPC314058
Remote Similarity	0.6667	NPC316018
Remote Similarity	0.6667	NPC472123
Remote Similarity	0.6667	NPC235843
Remote Similarity	0.6667	NPC187827
Remote Similarity	0.6667	NPC316359
Remote Similarity	0.6667	NPC85918
Remote Similarity	0.6649	NPC472294
Remote Similarity	0.6648	NPC16667
Remote Similarity	0.6648	NPC68354
Remote Similarity	0.6648	NPC293472
Remote Similarity	0.6647	NPC207726
Remote Similarity	0.663	NPC189812
Remote Similarity	0.663	NPC192270
Remote Similarity	0.663	NPC233936
Remote Similarity	0.663	NPC329688
Remote Similarity	0.6627	NPC86288
Remote Similarity	0.6615	NPC471617
Remote Similarity	0.6614	NPC473763
Remote Similarity	0.6614	NPC117244
Remote Similarity	0.6613	NPC15102
Remote Similarity	0.6612	NPC215795
Remote Similarity	0.6612	NPC176199
Remote Similarity	0.661	NPC102423
Remote Similarity	0.661	NPC478182
Remote Similarity	0.6606	NPC65408
Remote Similarity	0.6595	NPC48938
Remote Similarity	0.6595	NPC163055
Remote Similarity	0.6593	NPC134586
Remote Similarity	0.6592	NPC317430
Remote Similarity	0.6592	NPC154293
Remote Similarity	0.6592	NPC78020
Remote Similarity	0.659	NPC325903
Remote Similarity	0.6587	NPC469779
Remote Similarity	0.6587	NPC469780
Remote Similarity	0.6587	NPC469761
Remote Similarity	0.6587	NPC469767
Remote Similarity	0.6587	NPC469768
Remote Similarity	0.6587	NPC469783
Remote Similarity	0.6587	NPC469784
Remote Similarity	0.6578	NPC94752
Remote Similarity	0.6578	NPC474707
Remote Similarity	0.6575	NPC471294
Remote Similarity	0.6571	NPC216643

Drug Structure

NPD5541 OpenBabel08211708292D 28 32 0 0 1 0 0 0 0 0999 V2000 0.3437 -0.0838 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8437 0.7822 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8437 -0.9498 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3437 -0.0838 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8679 1.5033 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8679 1.5033 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8679 0.5011 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8679 0.5011 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6513 2.9018 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0849 2.6142 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0984 1.2618 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5881 2.1659 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0108 1.5602 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0065 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3634 0.9412 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0043 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8810 2.8730 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -2.1541 2.3176 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.8437 0.7822 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8437 -0.9498 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7358 3.0065 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3437 1.6483 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.3293 1.2000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 2.3437 -1.8158 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 0.8679 3.5076 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7358 2.0043 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.6037 1.5033 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 1 19 2 0 0 0 0 2 4 2 0 0 0 0 2 19 1 0 0 0 0 3 20 2 0 0 0 0 4 20 1 0 0 0 0 5 7 1 0 0 0 0 5 16 2 0 0 0 0 6 8 2 0 0 0 0 6 16 1 0 0 0 0 7 25 2 0 0 0 0 8 25 1 0 0 0 0 9 17 1 0 0 0 0 9 18 1 0 0 0 0 10 17 1 0 0 0 0 10 22 1 0 0 0 0 11 18 1 0 0 0 0 11 22 1 0 0 0 0 12 17 1 0 0 0 0 12 23 1 0 0 0 0 13 18 1 0 0 0 0 13 23 1 0 0 0 0 14 16 1 0 0 0 0 14 26 1 0 0 0 0 15 22 1 0 0 0 0 15 23 1 0 0 0 0 19 22 1 0 0 0 0 20 24 1 0 0 0 0 21 23 1 0 0 0 0 21 26 2 3 0 0 0 21 27 1 0 0 0 0 27 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL002381
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	15604015
ChEBI
CAS Number

Drug Properties

Molecular Weight	380.17
ALogP	0.9017
MLogP	3.55
XLogP	6.519
HDA	3
HBD	1
Rotatable Bonds	6
TPSA	45.48
RO5 Violation	1