NPASS drugs

Drug Information

Drug ID:	NPD6901
Drug Name:	Cilengitide
Molecular Formula:	C27H40N8O7
Canonical SMILES:	OC(=O)C[C@@H]1N=C(O)CN=C(O)[C@H](CCCNC(=N)N)N=C([C@@H](N(C(=O)[C@H](N=C1O)Cc1ccccc1)C)C(C)C)O
Standard InCHI:	"InChI=1S/C27H40N8O7/c1-15(2)22-25(41)33-17(10-7-11-30-27(28)29)23(39)31-14-20(36)32-18(13-21(37)38)24(40)34-19(26(42)35(22)3)12-16-8-5-4-6-9-16/h4-6,8-9,15,17-19,22H,7,10-14H2,1-3H3,(H,31,39)(H,32,36)(H,33,41)(H,34,40)(H,37,38)(H4,28,29,30)/t17-,18-,19+,22-/m0/s1"
Standard InCHIKey:	AMLYAMJWYAIXIA-VWNVYAMZSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6901

Similarity is measured using the Tanimoto coefficient (Tc) , which compares the binary fingerprints of two molecules. Tc is calculated as the intersection divided by the union of '1' bits in the fingerprints, ranging from 0 to 1, with 1 indicating highest similarity.
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	88655
0.1-0.2	118776
0.2-0.3	3767
0.3-0.4	487
0.4-0.5	52
0.5-0.6	3
0.6-0.7	0
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: Tc>=0.85; Intermediate Similarity: 0.7 <= Tc < 0.85; Remote Similarity: 0.5 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
Remote Similarity	0.5676	NPC484665
Remote Similarity	0.5437	NPC295993
Remote Similarity	0.5083	NPC489549

Drug Structure

NPD6901 OpenBabel08211710072D 51 52 0 0 1 0 0 0 0 0999 V2000 -2.1590 1.2872 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4648 1.6473 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2079 0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0468 -2.1499 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 -2.6499 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0468 -1.1499 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4740 -2.8054 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 -2.1499 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 -0.6499 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8862 -1.9964 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4685 -2.7009 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 -0.6499 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0303 -4.6306 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4781 -4.5493 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2079 0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 -1.1499 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8917 -2.1009 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.2872 -3.9615 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.5827 -1.1499 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.5000 -4.7572 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8224 -5.6088 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.7872 -3.0955 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7872 -3.0955 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9135 -0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9135 -0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0508 -3.4054 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.4576 -2.4918 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -7.6386 -4.2144 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.0563 -3.5099 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.2872 -3.9615 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.4781 -4.5493 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5827 -1.1499 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.8917 -2.1009 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 -0.5000 -5.7572 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8713 -5.9178 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5655 -6.2779 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.7382 -3.4045 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.7382 -3.4045 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5013 0.4023 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5013 0.4023 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.4521 -2.3873 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.6331 -4.1099 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.2319 -5.1279 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.6496 -4.4235 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.3660 -6.2572 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.3576 -7.2560 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.9461 -4.3826 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4814 -2.7353 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4959 0.2978 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 15 1 0 0 0 0 2 15 1 0 0 0 0 3 35 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 8 1 0 0 0 0 6 9 2 0 0 0 0 7 10 1 0 0 0 0 7 11 1 0 0 0 0 8 16 2 0 0 0 0 9 16 1 0 0 0 0 11 30 1 0 0 0 0 12 16 1 0 0 0 0 13 21 1 0 0 0 0 14 20 1 0 0 0 0 14 31 1 0 0 0 0 17 10 1 6 0 0 0 17 23 1 0 0 0 0 17 33 1 0 0 0 0 18 13 1 6 0 0 0 18 24 1 0 0 0 0 18 32 1 0 0 0 0 19 12 1 1 0 0 0 19 26 1 0 0 0 0 19 34 1 0 0 0 0 20 32 2 3 0 0 0 20 36 1 0 0 0 0 21 37 2 0 0 0 0 21 38 1 0 0 0 0 22 15 1 6 0 0 0 22 25 1 0 0 0 0 22 35 1 0 0 0 0 23 31 2 3 0 0 0 23 39 1 0 0 0 0 24 34 2 3 0 0 0 24 40 1 0 0 0 0 25 33 2 3 0 0 0 25 41 1 0 0 0 0 26 35 1 0 0 0 0 26 42 2 0 0 0 0 27 28 2 0 0 0 0 27 29 1 0 0 0 0 27 30 1 0 0 0 0 28 43 1 0 0 0 0 29 44 1 0 0 0 0 29 45 1 0 0 0 0 30 46 1 0 0 0 0 36 47 1 0 0 0 0 38 48 1 0 0 0 0 39 49 1 0 0 0 0 40 50 1 0 0 0 0 41 51 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000432
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	176873
ChEBI
CAS Number

Drug Properties

Molecular Weight	588.3
ALogP	-2.2927
MLogP	2.78
XLogP	1.655
HDA	15
HBD	8
Rotatable Bonds	19
TPSA	249.87
RO5 Violation	2