NPASS drugs

Drug Information

Drug ID:	NPD4323
Drug Name:
Molecular Formula:	C21H17ClN2
Canonical SMILES:	Clc1ccc(cc1)C1=N[C@@H]([C@@H](N1)c1ccccc1)c1ccccc1
Standard InCHI:	InChI=1S/C21H17ClN2/c22-18-13-11-17(12-14-18)21-23-19(15-7-3-1-4-8-15)20(24-21)16-9-5-2-6-10-16/h1-14,19-20H,(H,23,24)/t19-,20+
Standard InCHIKey:	INIUCLZHMSKGKA-BGYRXZFFSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4323

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	511
0.1-0.2	4709
0.2-0.3	12644
0.3-0.4	9448
0.4-0.5	3015
0.5-0.6	520
0.6-0.7	40
0.7-0.8	3
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	0.7478	NPC7067
Intermediate Similarity	0.7258	NPC77294
Intermediate Similarity	0.7231	NPC320656
Remote Similarity	0.6975	NPC329430
Remote Similarity	0.6975	NPC108339
Remote Similarity	0.6891	NPC469330
Remote Similarity	0.6842	NPC169016
Remote Similarity	0.6777	NPC471319
Remote Similarity	0.6777	NPC471320
Remote Similarity	0.6754	NPC119677
Remote Similarity	0.6742	NPC288232
Remote Similarity	0.6535	NPC469974
Remote Similarity	0.6519	NPC192209
Remote Similarity	0.6457	NPC471310
Remote Similarity	0.6449	NPC273830
Remote Similarity	0.6446	NPC470926
Remote Similarity	0.6343	NPC187036
Remote Similarity	0.6343	NPC296163
Remote Similarity	0.6341	NPC322040
Remote Similarity	0.6324	NPC125416
Remote Similarity	0.6303	NPC258046
Remote Similarity	0.6294	NPC469949
Remote Similarity	0.6284	NPC325599
Remote Similarity	0.6214	NPC475915
Remote Similarity	0.6212	NPC302790
Remote Similarity	0.6212	NPC164802
Remote Similarity	0.6207	NPC9856
Remote Similarity	0.6174	NPC12857
Remote Similarity	0.6149	NPC313352
Remote Similarity	0.6143	NPC317564
Remote Similarity	0.6125	NPC476464
Remote Similarity	0.6124	NPC239854
Remote Similarity	0.6118	NPC32002
Remote Similarity	0.6118	NPC315348
Remote Similarity	0.6115	NPC264580
Remote Similarity	0.6107	NPC474695
Remote Similarity	0.6087	NPC325662
Remote Similarity	0.6087	NPC98269
Remote Similarity	0.6043	NPC313449
Remote Similarity	0.6039	NPC476454
Remote Similarity	0.6026	NPC204141
Remote Similarity	0.6	NPC139658
Remote Similarity	0.6	NPC133162
Remote Similarity	0.5985	NPC314141
Remote Similarity	0.5985	NPC474559
Remote Similarity	0.5959	NPC478079
Remote Similarity	0.5942	NPC471318
Remote Similarity	0.5942	NPC113099
Remote Similarity	0.589	NPC477937
Remote Similarity	0.5882	NPC231986
Remote Similarity	0.5878	NPC291610
Remote Similarity	0.5874	NPC71684
Remote Similarity	0.5867	NPC101165
Remote Similarity	0.5862	NPC271642
Remote Similarity	0.5857	NPC313673
Remote Similarity	0.5826	NPC112609
Remote Similarity	0.5826	NPC122327
Remote Similarity	0.5826	NPC113000
Remote Similarity	0.5822	NPC52764
Remote Similarity	0.5821	NPC473498
Remote Similarity	0.5817	NPC218268
Remote Similarity	0.5817	NPC325252
Remote Similarity	0.5817	NPC132636
Remote Similarity	0.5814	NPC311242
Remote Similarity	0.5812	NPC290638
Remote Similarity	0.5806	NPC88097
Remote Similarity	0.5806	NPC2823
Remote Similarity	0.5786	NPC101139
Remote Similarity	0.5785	NPC104070
Remote Similarity	0.5778	NPC315617
Remote Similarity	0.5778	NPC79618
Remote Similarity	0.5778	NPC316359
Remote Similarity	0.5778	NPC434
Remote Similarity	0.5776	NPC98976
Remote Similarity	0.5772	NPC203076
Remote Similarity	0.5743	NPC476950
Remote Similarity	0.5726	NPC473031
Remote Similarity	0.5714	NPC316108
Remote Similarity	0.5714	NPC474430
Remote Similarity	0.5702	NPC229235
Remote Similarity	0.5702	NPC219246
Remote Similarity	0.5691	NPC316018
Remote Similarity	0.5691	NPC314058
Remote Similarity	0.5689	NPC470203
Remote Similarity	0.5682	NPC474582
Remote Similarity	0.568	NPC12429
Remote Similarity	0.5677	NPC125746
Remote Similarity	0.5676	NPC146373
Remote Similarity	0.5676	NPC166424
Remote Similarity	0.5676	NPC245244
Remote Similarity	0.5676	NPC252794
Remote Similarity	0.5672	NPC275467
Remote Similarity	0.5671	NPC476219
Remote Similarity	0.5663	NPC474880
Remote Similarity	0.5663	NPC475990
Remote Similarity	0.5663	NPC221786
Remote Similarity	0.5657	NPC314919
Remote Similarity	0.5652	NPC319579
Remote Similarity	0.5652	NPC114209
Remote Similarity	0.5649	NPC198988
Remote Similarity	0.5644	NPC469975
Remote Similarity	0.5641	NPC276699
Remote Similarity	0.5638	NPC145754
Remote Similarity	0.5635	NPC470877
Remote Similarity	0.563	NPC473418
Remote Similarity	0.5629	NPC470204
Remote Similarity	0.5629	NPC126458
Remote Similarity	0.5621	NPC473930
Remote Similarity	0.561	NPC325903
Remote Similarity	0.5608	NPC27740
Remote Similarity	0.56	NPC111428
Remote Similarity	0.56	NPC60408

Drug Structure

NPD4323 OpenBabel08211705262D 25 28 0 0 1 0 0 0 0 0999 V2000 3.6808 2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2076 -1.7995 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6808 1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8147 3.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2565 -2.1085 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4155 -0.8213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8147 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9487 2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5134 -1.4394 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6723 -0.1522 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0823 0.1615 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9013 1.8841 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0768 0.2661 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8958 1.9886 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9487 1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7213 -0.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4945 0.9706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4836 1.1796 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0827 1.2024 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.9781 0.2079 0.0000 C 0 0 2 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 -4.4781 1.2841 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.1691 1.6092 0.0000 N 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 -0.0388 2.5873 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 2 0 0 0 0 1 4 1 0 0 0 0 2 5 2 0 0 0 0 2 6 1 0 0 0 0 3 7 1 0 0 0 0 4 8 2 0 0 0 0 5 9 1 0 0 0 0 6 10 2 0 0 0 0 7 15 2 0 0 0 0 8 15 1 0 0 0 0 9 16 2 0 0 0 0 10 16 1 0 0 0 0 11 13 1 0 0 0 0 11 17 2 0 0 0 0 12 14 2 0 0 0 0 12 17 1 0 0 0 0 13 18 2 0 0 0 0 14 18 1 0 0 0 0 17 21 1 0 0 0 0 18 22 1 0 0 0 0 19 15 1 1 0 0 0 19 20 1 0 0 0 0 19 23 1 0 0 0 0 20 16 1 1 0 0 0 20 24 1 0 0 0 0 21 23 1 0 0 0 0 21 24 2 0 0 0 0 23 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB011275
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	131180
ChEBI
CAS Number

Drug Properties

Molecular Weight	332.11
ALogP	0.0548
MLogP	3.44
XLogP	8.135
HDA	2
HBD	1
Rotatable Bonds	4
TPSA	24.39
RO5 Violation	1